# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. Peter Scott' _publ_contact_author_email peter.scott@warwick.ac.uk _publ_section_title ; Origins of Stereoselectivity in Optically pure phenylethaniminopyridine tris-chelates M(NN')3n+ (M = Mn, Fe, Co, Ni and Zn) ; loop_ _publ_author_name S.Howson L.Allan N.Chmel G.Clarkson Deeth A.Faulkner ; D.Simpson ; P.Scott # Attachment '- af6.cif' data_af6 _database_code_depnum_ccdc_archive 'CCDC 821020' #TrackingRef '- af6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H46.50 Cl2 Fe N9.50 O8' _chemical_formula_weight 915.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.2800(3) _cell_length_b 17.6405(4) _cell_length_c 20.8359(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.794(2) _cell_angle_gamma 90.00 _cell_volume 4508.20(19) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9500 _cell_measurement_theta_min 3.60 _cell_measurement_theta_max 61.51 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1908 _exptl_absorpt_coefficient_mu 4.275 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of 12 sets of exposures with 25 second exposures at low angle and 100 seconds at high angle for the crystal; each exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 15340 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.09 _diffrn_reflns_theta_max 61.60 _reflns_number_total 10206 _reflns_number_gt 9280 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0991P)^2^+0.5213P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 3070 Friedel pairs' _refine_ls_abs_structure_Flack 0.005(4) _chemical_absolute_configuration rmad _refine_ls_number_reflns 10206 _refine_ls_number_parameters 1142 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1337 _refine_ls_wR_factor_gt 0.1275 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.73291(5) 0.79031(4) 0.51877(3) 0.04191(18) Uani 1 1 d . . . N1 N 0.7787(3) 0.8356(2) 0.60173(19) 0.0520(10) Uani 1 1 d . . . C1 C 0.7412(5) 0.8819(3) 0.6478(3) 0.0661(15) Uani 1 1 d . . . H1A H 0.6735 0.9056 0.6460 0.079 Uiso 1 1 calc R . . N2 N 0.9042(4) 0.8452(3) 0.6806(2) 0.0662(12) Uani 1 1 d . . . C2 C 0.8161(6) 0.8883(4) 0.6960(3) 0.0787(18) Uani 1 1 d . . . H2A H 0.8099 0.9168 0.7332 0.094 Uiso 1 1 calc R . . N3 N 0.8840(3) 0.7466(2) 0.52953(17) 0.0453(9) Uani 1 1 d . . . C3 C 1.0074(5) 0.8363(5) 0.7175(3) 0.088(2) Uani 1 1 d . . . H3A H 1.0523 0.8004 0.6964 0.132 Uiso 1 1 calc R . . H3B H 0.9937 0.8183 0.7599 0.132 Uiso 1 1 calc R . . H3C H 1.0441 0.8843 0.7206 0.132 Uiso 1 1 calc R . . C4 C 0.8779(4) 0.8144(3) 0.6227(2) 0.0522(12) Uani 1 1 d . . . C5 C 0.9371(4) 0.7657(3) 0.5825(2) 0.0517(12) Uani 1 1 d . . . H5A H 1.0075 0.7491 0.5932 0.062 Uiso 1 1 calc R . . C6 C 0.9407(4) 0.7035(3) 0.4808(2) 0.0492(11) Uani 1 1 d . . . H6A H 0.8864 0.6708 0.4585 0.059 Uiso 1 1 calc R . . C7 C 1.0328(5) 0.6513(4) 0.5091(3) 0.0663(15) Uani 1 1 d . . . H7A H 1.0051 0.6206 0.5427 0.099 Uiso 1 1 calc R . . H7B H 1.0920 0.6819 0.5264 0.099 Uiso 1 1 calc R . . H7C H 1.0584 0.6192 0.4759 0.099 Uiso 1 1 calc R . . C8 C 0.9867(4) 0.7552(3) 0.4308(2) 0.0527(12) Uani 1 1 d . . . C9 C 1.0369(5) 0.8233(4) 0.4471(3) 0.0661(15) Uani 1 1 d . . . H9A H 1.0404 0.8396 0.4896 0.079 Uiso 1 1 calc R . . C10 C 1.0818(6) 0.8671(5) 0.4004(4) 0.089(2) Uani 1 1 d . . . H10A H 1.1154 0.9128 0.4116 0.107 Uiso 1 1 calc R . . C11 C 1.0772(7) 0.8437(7) 0.3372(4) 0.107(3) Uani 1 1 d . . . H11B H 1.1096 0.8726 0.3060 0.128 Uiso 1 1 calc R . . C12 C 1.0265(7) 0.7797(7) 0.3211(3) 0.112(3) Uani 1 1 d . . . H12A H 1.0199 0.7651 0.2782 0.134 Uiso 1 1 calc R . . C13 C 0.9835(5) 0.7347(5) 0.3674(3) 0.083(2) Uani 1 1 d . . . H13B H 0.9512 0.6888 0.3552 0.099 Uiso 1 1 calc R . . N1A N 0.5880(3) 0.8355(2) 0.52205(18) 0.0489(9) Uani 1 1 d . . . C1A C 0.5323(4) 0.8995(3) 0.5053(3) 0.0646(14) Uani 1 1 d . . . H1AA H 0.5608 0.9409 0.4841 0.078 Uiso 1 1 calc R . . N2A N 0.4189(4) 0.8242(3) 0.5524(3) 0.0740(13) Uani 1 1 d . . . C2A C 0.4288(6) 0.8937(4) 0.5242(4) 0.0841(19) Uani 1 1 d . . . H2AA H 0.3744 0.9303 0.5191 0.101 Uiso 1 1 calc R . . N3A N 0.6571(3) 0.7053(2) 0.56318(18) 0.0497(10) Uani 1 1 d . . . C3A C 0.3207(5) 0.7920(6) 0.5798(4) 0.110(3) Uani 1 1 d . . . H3AA H 0.3304 0.7385 0.5861 0.165 Uiso 1 1 calc R . . H3AB H 0.2587 0.8008 0.5509 0.165 Uiso 1 1 calc R . . H3AC H 0.3089 0.8158 0.6203 0.165 Uiso 1 1 calc R . . C4A C 0.5183(4) 0.7910(3) 0.5515(2) 0.0534(12) Uani 1 1 d . . . C5A C 0.5563(4) 0.7190(3) 0.5739(2) 0.0537(12) Uani 1 1 d . . . H5AA H 0.5123 0.6848 0.5946 0.064 Uiso 1 1 calc R . . C6A C 0.7080(5) 0.6334(3) 0.5868(3) 0.0598(13) Uani 1 1 d . . . H6AA H 0.7624 0.6187 0.5562 0.072 Uiso 1 1 calc R . . C7A C 0.6277(6) 0.5673(4) 0.5912(3) 0.0821(19) Uani 1 1 d . . . H7AA H 0.5875 0.5615 0.5508 0.123 Uiso 1 1 calc R . . H7AB H 0.5781 0.5775 0.6243 0.123 Uiso 1 1 calc R . . H7AC H 0.6672 0.5215 0.6012 0.123 Uiso 1 1 calc R . . C8A C 0.7674(4) 0.6438(3) 0.6517(2) 0.0558(13) Uani 1 1 d . . . C9A C 0.7271(5) 0.6877(4) 0.7000(3) 0.0686(15) Uani 1 1 d . . . H9AA H 0.6621 0.7140 0.6921 0.082 Uiso 1 1 calc R . . C10A C 0.7806(6) 0.6939(5) 0.7599(3) 0.086(2) Uani 1 1 d . . . H10C H 0.7520 0.7246 0.7912 0.104 Uiso 1 1 calc R . . C11A C 0.8753(7) 0.6549(7) 0.7730(4) 0.108(3) Uani 1 1 d . . . H11A H 0.9103 0.6578 0.8135 0.129 Uiso 1 1 calc R . . C12A C 0.9177(6) 0.6120(7) 0.7261(5) 0.111(3) Uani 1 1 d . . . H12B H 0.9831 0.5865 0.7346 0.133 Uiso 1 1 calc R . . C13A C 0.8648(5) 0.6055(5) 0.6653(3) 0.086(2) Uani 1 1 d . . . H13A H 0.8948 0.5755 0.6339 0.103 Uiso 1 1 calc R . . N1B N 0.7831(3) 0.8783(2) 0.47076(19) 0.0488(9) Uani 1 1 d . . . C1B C 0.8222(5) 0.9495(3) 0.4794(3) 0.0655(14) Uani 1 1 d . . . H1BA H 0.8394 0.9721 0.5190 0.079 Uiso 1 1 calc R . . N2B N 0.7992(4) 0.9324(3) 0.3758(2) 0.0679(13) Uani 1 1 d . . . C2B C 0.8327(6) 0.9833(4) 0.4208(3) 0.0825(19) Uani 1 1 d . . . H2BA H 0.8580 1.0320 0.4134 0.099 Uiso 1 1 calc R . . N3B N 0.7006(3) 0.7519(2) 0.42855(17) 0.0430(8) Uani 1 1 d . . . C3B C 0.7982(8) 0.9426(5) 0.3061(3) 0.105(3) Uani 1 1 d . . . H3BA H 0.7985 0.9957 0.2962 0.158 Uiso 1 1 calc R . . H3BB H 0.7338 0.9196 0.2867 0.158 Uiso 1 1 calc R . . H3BC H 0.8616 0.9191 0.2897 0.158 Uiso 1 1 calc R . . C4B C 0.7694(4) 0.8691(3) 0.4073(2) 0.0473(11) Uani 1 1 d . . . C5B C 0.7259(4) 0.7982(3) 0.3845(2) 0.0461(10) Uani 1 1 d . . . H5BA H 0.7167 0.7867 0.3410 0.055 Uiso 1 1 calc R . . C6B C 0.6460(4) 0.6799(3) 0.4097(2) 0.0483(11) Uani 1 1 d . . . H6BA H 0.6720 0.6410 0.4404 0.058 Uiso 1 1 calc R . . C7B C 0.6686(5) 0.6514(3) 0.3428(3) 0.0624(14) Uani 1 1 d . . . H7BA H 0.7459 0.6503 0.3378 0.094 Uiso 1 1 calc R . . H7BB H 0.6348 0.6846 0.3113 0.094 Uiso 1 1 calc R . . H7BC H 0.6395 0.6012 0.3372 0.094 Uiso 1 1 calc R . . C8B C 0.5230(4) 0.6873(3) 0.4158(2) 0.0543(13) Uani 1 1 d . . . C9B C 0.4669(5) 0.7512(4) 0.3968(3) 0.0706(15) Uani 1 1 d . . . H9BA H 0.5057 0.7925 0.3822 0.085 Uiso 1 1 calc R . . C10B C 0.3551(5) 0.7567(6) 0.3986(4) 0.099(2) Uani 1 1 d . . . H10B H 0.3202 0.8016 0.3864 0.118 Uiso 1 1 calc R . . C11B C 0.2970(7) 0.6984(8) 0.4178(5) 0.112(3) Uani 1 1 d . . . H11C H 0.2215 0.7021 0.4186 0.134 Uiso 1 1 calc R . . C12B C 0.3481(7) 0.6331(7) 0.4363(4) 0.108(3) Uani 1 1 d . . . H12C H 0.3067 0.5923 0.4493 0.129 Uiso 1 1 calc R . . C13B C 0.4635(5) 0.6257(4) 0.4361(3) 0.0793(19) Uani 1 1 d . . . H13C H 0.4979 0.5810 0.4493 0.095 Uiso 1 1 calc R . . Fe2 Fe 0.74444(5) 0.41393(4) 1.00264(3) 0.03905(17) Uani 1 1 d . . . N1C N 0.6808(3) 0.4909(2) 0.94446(17) 0.0430(9) Uani 1 1 d . . . N2C N 0.5395(4) 0.5288(3) 0.8832(2) 0.0554(10) Uani 1 1 d . . . C2C C 0.6199(5) 0.5819(3) 0.8784(3) 0.0663(15) Uani 1 1 d . . . H2CA H 0.6160 0.6258 0.8538 0.080 Uiso 1 1 calc R . . N3C N 0.5970(3) 0.3673(2) 0.98446(17) 0.0405(8) Uani 1 1 d . . . C3C C 0.4299(5) 0.5319(4) 0.8518(3) 0.0730(16) Uani 1 1 d . . . H3CA H 0.4031 0.4813 0.8447 0.109 Uiso 1 1 calc R . . H3CB H 0.4330 0.5577 0.8114 0.109 Uiso 1 1 calc R . . H3CC H 0.3819 0.5588 0.8788 0.109 Uiso 1 1 calc R . . C4C C 0.5795(4) 0.4748(3) 0.9233(2) 0.0457(11) Uani 1 1 d . . . C5C C 0.5331(4) 0.4059(3) 0.9458(2) 0.0443(10) Uani 1 1 d . . . H5CA H 0.4628 0.3903 0.9335 0.053 Uiso 1 1 calc R . . C6C C 0.5541(3) 0.2970(3) 1.0140(2) 0.0442(10) Uani 1 1 d . . . H6CA H 0.6142 0.2604 1.0169 0.053 Uiso 1 1 calc R . . C7C C 0.4604(4) 0.2594(3) 0.9755(3) 0.0608(13) Uani 1 1 d . . . H7CA H 0.4806 0.2520 0.9320 0.091 Uiso 1 1 calc R . . H7CB H 0.3970 0.2912 0.9759 0.091 Uiso 1 1 calc R . . H7CC H 0.4446 0.2112 0.9944 0.091 Uiso 1 1 calc R . . C8C C 0.5213(4) 0.3125(3) 1.0822(2) 0.0443(10) Uani 1 1 d . . . C9C C 0.4681(4) 0.3791(3) 1.0981(2) 0.0507(11) Uani 1 1 d . . . H9CA H 0.4556 0.4166 1.0672 0.061 Uiso 1 1 calc R . . C10C C 0.4338(5) 0.3897(3) 1.1598(3) 0.0608(13) Uani 1 1 d . . . H10D H 0.3977 0.4341 1.1702 0.073 Uiso 1 1 calc R . . C11C C 0.4530(5) 0.3348(4) 1.2053(3) 0.0714(16) Uani 1 1 d . . . H11D H 0.4310 0.3423 1.2469 0.086 Uiso 1 1 calc R . . C12C C 0.5046(4) 0.2686(4) 1.1900(3) 0.0672(15) Uani 1 1 d . . . H12D H 0.5167 0.2313 1.2211 0.081 Uiso 1 1 calc R . . C13C C 0.5386(4) 0.2573(3) 1.1285(3) 0.0569(12) Uani 1 1 d . . . H13D H 0.5732 0.2123 1.1183 0.068 Uiso 1 1 calc R . . N1D N 0.6963(3) 0.4666(2) 1.07907(19) 0.0470(9) Uani 1 1 d . . . C1D C 0.6463(4) 0.5326(3) 1.0969(3) 0.0583(13) Uani 1 1 d . . . H1DA H 0.6208 0.5707 1.0693 0.070 Uiso 1 1 calc R . . N2D N 0.6844(3) 0.4669(3) 1.18498(19) 0.0558(11) Uani 1 1 d . . . C2D C 0.6405(5) 0.5323(3) 1.1630(3) 0.0648(15) Uani 1 1 d . . . H2DA H 0.6114 0.5704 1.1878 0.078 Uiso 1 1 calc R . . N3D N 0.7933(3) 0.3381(2) 1.07044(17) 0.0387(8) Uani 1 1 d . . . C3D C 0.6970(6) 0.4420(5) 1.2522(2) 0.0779(18) Uani 1 1 d . . . H3DA H 0.6408 0.4644 1.2764 0.117 Uiso 1 1 calc R . . H3DB H 0.7671 0.4576 1.2700 0.117 Uiso 1 1 calc R . . H3DC H 0.6915 0.3878 1.2542 0.117 Uiso 1 1 calc R . . C4D C 0.7185(3) 0.4279(3) 1.1336(2) 0.0448(11) Uani 1 1 d . . . C5D C 0.7707(4) 0.3566(3) 1.1280(2) 0.0435(10) Uani 1 1 d . . . H5DA H 0.7874 0.3256 1.1632 0.052 Uiso 1 1 calc R . . C6D C 0.8553(3) 0.2676(3) 1.0594(2) 0.0430(10) Uani 1 1 d . . . H6DA H 0.8325 0.2488 1.0166 0.052 Uiso 1 1 calc R . . C7D C 0.8351(4) 0.2041(3) 1.1075(3) 0.0619(14) Uani 1 1 d . . . H7DA H 0.7582 0.1952 1.1092 0.093 Uiso 1 1 calc R . . H7DB H 0.8642 0.2186 1.1493 0.093 Uiso 1 1 calc R . . H7DC H 0.8704 0.1585 1.0942 0.093 Uiso 1 1 calc R . . C8D C 0.9774(4) 0.2838(3) 1.0594(2) 0.0457(10) Uani 1 1 d . . . C9D C 1.0284(4) 0.3390(3) 1.0973(2) 0.0551(12) Uani 1 1 d . . . H9DA H 0.9866 0.3718 1.1210 0.066 Uiso 1 1 calc R . . C10D C 1.1405(5) 0.3460(4) 1.1005(3) 0.0738(17) Uani 1 1 d . . . H10E H 1.1735 0.3833 1.1263 0.089 Uiso 1 1 calc R . . C11D C 1.2032(5) 0.2987(5) 1.0663(3) 0.0810(19) Uani 1 1 d . . . H11E H 1.2787 0.3027 1.0699 0.097 Uiso 1 1 calc R . . C12D C 1.1554(5) 0.2457(4) 1.0271(3) 0.082(2) Uani 1 1 d . . . H12E H 1.1984 0.2146 1.0027 0.099 Uiso 1 1 calc R . . C13D C 1.0423(4) 0.2377(4) 1.0230(3) 0.0628(14) Uani 1 1 d . . . H13E H 1.0101 0.2013 0.9960 0.075 Uiso 1 1 calc R . . N1E N 0.8841(3) 0.4674(2) 1.00951(18) 0.0441(9) Uani 1 1 d . . . C1E C 0.9357(4) 0.5231(3) 1.0444(3) 0.0540(12) Uani 1 1 d . . . H1EA H 0.9053 0.5517 1.0764 0.065 Uiso 1 1 calc R . . N2E N 1.0522(3) 0.4787(3) 0.9775(2) 0.0603(11) Uani 1 1 d . . . C2E C 1.0390(5) 0.5298(3) 1.0247(3) 0.0649(14) Uani 1 1 d . . . H2EA H 1.0914 0.5637 1.0408 0.078 Uiso 1 1 calc R . . N3E N 0.8196(3) 0.3618(2) 0.93169(17) 0.0437(9) Uani 1 1 d . . . C3E C 1.1510(5) 0.4636(5) 0.9426(4) 0.084(2) Uani 1 1 d . . . H3EA H 1.2108 0.4920 0.9619 0.127 Uiso 1 1 calc R . . H3EB H 1.1391 0.4786 0.8985 0.127 Uiso 1 1 calc R . . H3EC H 1.1677 0.4105 0.9447 0.127 Uiso 1 1 calc R . . C4E C 0.9559(4) 0.4412(3) 0.9687(2) 0.0474(11) Uani 1 1 d . . . C5E C 0.9202(4) 0.3824(3) 0.9258(2) 0.0491(11) Uani 1 1 d . . . H5EA H 0.9650 0.3607 0.8961 0.059 Uiso 1 1 calc R . . C6E C 0.7699(4) 0.3055(3) 0.8861(2) 0.0499(12) Uani 1 1 d . . . H6EA H 0.7196 0.2744 0.9101 0.060 Uiso 1 1 calc R . . C7E C 0.8508(5) 0.2517(4) 0.8564(3) 0.0672(14) Uani 1 1 d . . . H7EA H 0.8954 0.2282 0.8899 0.101 Uiso 1 1 calc R . . H7EB H 0.8961 0.2796 0.8286 0.101 Uiso 1 1 calc R . . H7EC H 0.8116 0.2133 0.8321 0.101 Uiso 1 1 calc R . . C8E C 0.7020(4) 0.3466(3) 0.8334(2) 0.0508(12) Uani 1 1 d . . . C9E C 0.7378(5) 0.4122(4) 0.8040(2) 0.0635(13) Uani 1 1 d . . . H9EA H 0.8042 0.4335 0.8177 0.076 Uiso 1 1 calc R . . C10E C 0.6756(6) 0.4465(4) 0.7543(3) 0.0786(17) Uani 1 1 d . . . H10F H 0.7003 0.4903 0.7349 0.094 Uiso 1 1 calc R . . C11E C 0.5784(6) 0.4152(6) 0.7344(3) 0.090(2) Uani 1 1 d . . . H11F H 0.5375 0.4373 0.7005 0.108 Uiso 1 1 calc R . . C12E C 0.5399(6) 0.3512(5) 0.7638(3) 0.085(2) Uani 1 1 d . . . H12F H 0.4723 0.3312 0.7508 0.102 Uiso 1 1 calc R . . C13E C 0.6021(5) 0.3167(4) 0.8129(3) 0.0665(15) Uani 1 1 d . . . H13F H 0.5765 0.2731 0.8322 0.080 Uiso 1 1 calc R . . C1C C 0.7066(5) 0.5585(3) 0.9165(3) 0.0581(13) Uani 1 1 d . . . H1CA H 0.7725 0.5841 0.9225 0.070 Uiso 1 1 calc R . . Cl10 Cl 0.65467(10) 0.09108(8) 0.94291(7) 0.0624(3) Uani 1 1 d . . . O11 O 0.5846(5) 0.0658(5) 0.9906(3) 0.135(3) Uani 1 1 d . . . O12 O 0.7051(5) 0.0289(3) 0.9149(4) 0.125(2) Uani 1 1 d . . . O13 O 0.5912(4) 0.1291(3) 0.8938(2) 0.0951(15) Uani 1 1 d . . . O14 O 0.7361(4) 0.1387(3) 0.9703(3) 0.0976(16) Uani 1 1 d . . . Cl20 Cl 0.24934(14) 0.66430(9) 0.70885(7) 0.0750(4) Uani 1 1 d . . . O21 O 0.1748(4) 0.6564(4) 0.6564(2) 0.1045(17) Uani 1 1 d . . . O22 O 0.2473(5) 0.7400(3) 0.7320(3) 0.0979(14) Uani 1 1 d . . . O23 O 0.3559(5) 0.6461(4) 0.6909(3) 0.129(2) Uani 1 1 d . . . O24 O 0.2194(7) 0.6144(3) 0.7597(3) 0.125(2) Uani 1 1 d . . . Cl30 Cl 0.13413(14) 0.98757(8) 0.58013(8) 0.0745(4) Uani 1 1 d . . . O31 O 0.1522(10) 1.0092(5) 0.5192(4) 0.188(4) Uani 1 1 d . A . O32 O 0.0957(12) 1.0459(6) 0.6163(6) 0.130(5) Uani 0.707(17) 1 d P A 1 O33 O 0.0982(11) 0.9155(5) 0.5864(5) 0.142(6) Uani 0.707(17) 1 d P A 1 O34 O 0.2479(8) 0.9862(8) 0.5975(7) 0.172(6) Uani 0.707(17) 1 d P A 1 O32A O 0.109(3) 1.031(2) 0.6428(19) 0.140(14) Uiso 0.293(17) 1 d P A 2 O33A O 0.023(2) 0.9736(18) 0.5651(12) 0.134(10) Uiso 0.293(17) 1 d P A 2 O34A O 0.193(3) 0.928(2) 0.6132(14) 0.143(11) Uiso 0.293(17) 1 d P A 2 Cl40 Cl 0.22928(14) 0.29043(12) 0.83233(7) 0.0850(5) Uani 1 1 d . . . O41 O 0.1198(5) 0.3171(6) 0.8296(4) 0.166(4) Uani 1 1 d . . . O42 O 0.2980(4) 0.3505(4) 0.8554(3) 0.118(2) Uani 1 1 d . . . O43 O 0.2517(6) 0.2716(5) 0.7710(3) 0.135(2) Uani 1 1 d . . . O44 O 0.2408(10) 0.2281(6) 0.8736(4) 0.196(4) Uani 1 1 d . . . N100 N 0.5559(8) 1.0073(7) 0.7000(5) 0.061(2) Uani 0.50 1 d P . . C101 C 0.6055(9) 1.0531(7) 0.7183(4) 0.046(2) Uani 0.50 1 d P . . C102 C 0.669(2) 1.1130(11) 0.7418(6) 0.125(7) Uani 0.50 1 d P . . H10G H 0.7275 1.0937 0.7694 0.188 Uiso 0.50 1 calc PR . . H10H H 0.6250 1.1467 0.7657 0.188 Uiso 0.50 1 calc PR . . H10I H 0.6987 1.1399 0.7066 0.188 Uiso 0.50 1 calc PR . . N200 N 1.0456(19) 0.5108(13) 1.2045(6) 0.155(8) Uani 0.50 1 d P . . C201 C 0.9882(12) 0.5558(7) 1.2120(5) 0.066(3) Uani 0.50 1 d P . . C202 C 0.9138(11) 0.6100(9) 1.2176(6) 0.083(4) Uani 0.50 1 d P . . H20A H 0.8855 0.6080 1.2597 0.124 Uiso 0.50 1 calc PR . . H20B H 0.8554 0.6026 1.1859 0.124 Uiso 0.50 1 calc PR . . H20C H 0.9467 0.6587 1.2113 0.124 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0487(4) 0.0394(4) 0.0378(3) 0.0003(3) 0.0045(3) -0.0003(3) N1 0.059(3) 0.053(2) 0.044(2) -0.0036(19) 0.0075(19) -0.005(2) C1 0.081(4) 0.062(3) 0.057(3) -0.013(3) 0.015(3) -0.002(3) N2 0.076(3) 0.080(3) 0.043(2) -0.015(2) 0.004(2) -0.014(3) C2 0.103(5) 0.084(4) 0.050(3) -0.026(3) 0.007(3) -0.012(4) N3 0.054(2) 0.044(2) 0.037(2) 0.0002(17) 0.0028(17) -0.0033(18) C3 0.082(4) 0.127(6) 0.053(3) -0.009(4) -0.017(3) -0.015(4) C4 0.056(3) 0.063(3) 0.037(2) 0.003(2) 0.003(2) -0.008(2) C5 0.053(3) 0.060(3) 0.042(3) -0.002(2) 0.002(2) -0.004(2) C6 0.048(2) 0.059(3) 0.040(2) -0.006(2) -0.005(2) 0.003(2) C7 0.074(4) 0.069(4) 0.056(3) 0.007(3) 0.009(3) 0.022(3) C8 0.039(2) 0.073(3) 0.046(3) 0.002(3) 0.004(2) 0.002(2) C9 0.065(3) 0.071(4) 0.064(3) 0.001(3) 0.014(3) -0.005(3) C10 0.078(4) 0.092(5) 0.099(5) 0.030(4) 0.019(4) -0.019(4) C11 0.099(5) 0.153(8) 0.071(5) 0.035(5) 0.031(4) -0.014(6) C12 0.112(6) 0.174(9) 0.052(4) 0.004(5) 0.021(4) -0.044(7) C13 0.072(4) 0.128(6) 0.049(3) -0.007(4) 0.010(3) -0.033(4) N1A 0.059(2) 0.041(2) 0.048(2) -0.0008(18) 0.0088(18) -0.0008(19) C1A 0.060(3) 0.050(3) 0.084(4) 0.008(3) 0.013(3) 0.011(3) N2A 0.066(3) 0.078(3) 0.080(3) 0.001(3) 0.021(2) 0.010(3) C2A 0.089(4) 0.062(4) 0.103(5) 0.005(3) 0.023(4) 0.030(3) N3A 0.062(3) 0.046(2) 0.041(2) -0.0020(18) 0.0047(18) 0.003(2) C3A 0.071(4) 0.111(6) 0.152(7) 0.020(6) 0.055(4) 0.016(4) C4A 0.055(3) 0.059(3) 0.047(2) -0.001(3) 0.009(2) 0.008(3) C5A 0.055(3) 0.058(3) 0.049(3) 0.004(2) 0.018(2) -0.005(3) C6A 0.085(4) 0.044(3) 0.050(3) 0.008(2) 0.005(3) 0.010(3) C7A 0.116(5) 0.053(3) 0.074(4) 0.014(3) -0.021(4) -0.011(3) C8A 0.069(3) 0.056(3) 0.043(3) 0.015(2) 0.004(2) 0.002(3) C9A 0.075(4) 0.076(4) 0.054(3) 0.010(3) 0.000(3) 0.000(3) C10A 0.103(5) 0.096(5) 0.059(4) 0.005(4) -0.004(4) -0.015(4) C11A 0.097(6) 0.152(8) 0.071(5) 0.036(6) -0.024(4) -0.029(6) C12A 0.072(4) 0.156(9) 0.104(6) 0.061(6) -0.012(4) 0.004(5) C13A 0.079(4) 0.095(5) 0.084(4) 0.037(4) 0.019(3) 0.020(4) N1B 0.055(2) 0.045(2) 0.047(2) -0.0033(18) 0.0026(18) -0.0017(19) C1B 0.077(4) 0.048(3) 0.071(4) -0.007(3) -0.001(3) -0.011(3) N2B 0.091(3) 0.049(3) 0.063(3) 0.013(2) -0.001(2) -0.017(2) C2B 0.110(5) 0.049(3) 0.088(4) 0.006(3) 0.000(4) -0.029(3) N3B 0.045(2) 0.040(2) 0.043(2) 0.0014(18) 0.0003(16) -0.0042(17) C3B 0.165(8) 0.084(5) 0.067(4) 0.030(4) 0.006(4) -0.031(5) C4B 0.049(3) 0.042(3) 0.051(3) 0.009(2) 0.000(2) -0.005(2) C5B 0.049(2) 0.048(3) 0.040(2) 0.008(2) -0.0016(19) -0.005(2) C6B 0.054(3) 0.042(2) 0.048(3) 0.004(2) 0.001(2) -0.008(2) C7B 0.065(3) 0.056(3) 0.067(3) -0.015(3) 0.006(3) -0.007(3) C8B 0.055(3) 0.067(3) 0.040(3) -0.006(2) 0.000(2) -0.006(3) C9B 0.057(3) 0.080(4) 0.074(4) -0.005(3) 0.000(3) 0.003(3) C10B 0.055(4) 0.114(6) 0.126(6) -0.022(5) 0.002(4) 0.006(4) C11B 0.069(5) 0.156(9) 0.111(6) -0.013(7) 0.012(4) -0.007(6) C12B 0.082(5) 0.158(9) 0.084(5) 0.001(5) 0.018(4) -0.069(6) C13B 0.082(4) 0.093(5) 0.062(3) 0.012(3) -0.003(3) -0.041(4) Fe2 0.0390(3) 0.0395(3) 0.0388(3) 0.0014(3) 0.0030(3) -0.0014(3) N1C 0.044(2) 0.043(2) 0.042(2) 0.0028(17) 0.0067(16) -0.0021(17) N2C 0.059(2) 0.055(2) 0.052(2) 0.008(2) 0.0004(19) 0.012(2) C2C 0.081(4) 0.053(3) 0.066(3) 0.016(3) 0.010(3) 0.005(3) N3C 0.0430(19) 0.042(2) 0.0367(19) -0.0005(16) 0.0091(16) 0.0004(17) C3C 0.074(4) 0.073(4) 0.069(4) 0.009(3) -0.022(3) 0.010(3) C4C 0.053(3) 0.047(3) 0.036(2) 0.003(2) -0.001(2) 0.006(2) C5C 0.038(2) 0.052(3) 0.044(2) -0.001(2) 0.0025(18) 0.001(2) C6C 0.040(2) 0.040(2) 0.053(2) 0.002(2) 0.0098(19) -0.007(2) C7C 0.063(3) 0.059(3) 0.061(3) -0.005(3) 0.009(2) -0.022(3) C8C 0.039(2) 0.042(2) 0.051(3) 0.004(2) -0.0018(19) -0.0047(19) C9C 0.052(3) 0.048(3) 0.052(3) 0.001(2) -0.001(2) -0.002(2) C10C 0.070(3) 0.060(3) 0.053(3) -0.005(3) 0.009(3) 0.002(3) C11C 0.080(4) 0.084(4) 0.051(3) -0.003(3) 0.014(3) -0.009(3) C12C 0.067(3) 0.074(4) 0.060(3) 0.023(3) 0.002(3) -0.008(3) C13C 0.052(3) 0.056(3) 0.064(3) 0.010(3) 0.007(2) -0.006(2) N1D 0.045(2) 0.043(2) 0.054(2) -0.0038(18) 0.0064(17) 0.0007(17) C1D 0.054(3) 0.051(3) 0.070(3) -0.001(3) 0.005(2) 0.009(2) N2D 0.058(2) 0.065(3) 0.044(2) -0.012(2) 0.0017(18) 0.011(2) C2D 0.070(3) 0.063(3) 0.062(3) -0.022(3) 0.006(3) 0.015(3) N3D 0.0341(18) 0.0383(19) 0.044(2) 0.0015(16) 0.0037(15) 0.0002(15) C3D 0.090(4) 0.103(5) 0.040(3) -0.014(3) 0.004(3) 0.016(4) C4D 0.039(2) 0.056(3) 0.039(2) -0.004(2) -0.0017(18) -0.002(2) C5D 0.041(2) 0.048(3) 0.040(2) -0.002(2) -0.0054(19) -0.002(2) C6D 0.043(2) 0.040(2) 0.046(2) -0.0026(19) 0.000(2) -0.0002(19) C7D 0.055(3) 0.048(3) 0.083(4) 0.013(3) 0.007(3) 0.003(2) C8D 0.044(2) 0.050(3) 0.044(2) 0.007(2) 0.0012(19) 0.008(2) C9D 0.045(3) 0.063(3) 0.057(3) -0.007(3) 0.003(2) -0.002(2) C10D 0.049(3) 0.099(5) 0.072(4) -0.009(4) -0.004(3) -0.011(3) C11D 0.048(3) 0.115(6) 0.080(4) -0.017(4) 0.001(3) -0.002(4) C12D 0.057(3) 0.099(5) 0.094(5) -0.002(4) 0.027(3) 0.025(4) C13D 0.060(3) 0.065(3) 0.064(3) -0.007(3) 0.002(3) 0.010(3) N1E 0.045(2) 0.043(2) 0.045(2) 0.0067(17) 0.0037(17) -0.0016(17) C1E 0.047(3) 0.053(3) 0.062(3) -0.012(3) -0.001(2) -0.009(2) N2E 0.050(2) 0.060(3) 0.072(3) -0.003(2) 0.008(2) -0.010(2) C2E 0.062(3) 0.058(3) 0.075(4) -0.013(3) 0.003(3) -0.015(3) N3E 0.046(2) 0.044(2) 0.041(2) 0.0028(17) 0.0005(16) -0.0031(18) C3E 0.051(3) 0.095(5) 0.109(5) -0.015(4) 0.030(3) -0.019(3) C4E 0.048(3) 0.048(3) 0.046(2) 0.005(2) 0.004(2) -0.010(2) C5E 0.053(3) 0.052(3) 0.043(3) 0.001(2) 0.012(2) -0.006(2) C6E 0.058(3) 0.048(3) 0.044(2) -0.007(2) 0.003(2) -0.006(2) C7E 0.075(4) 0.063(3) 0.064(3) -0.019(3) 0.011(3) 0.003(3) C8E 0.056(3) 0.062(3) 0.035(2) -0.006(2) 0.006(2) -0.001(2) C9E 0.074(3) 0.071(3) 0.046(3) 0.000(3) 0.005(2) -0.012(3) C10E 0.095(5) 0.084(4) 0.057(3) 0.016(3) 0.001(3) 0.005(4) C11E 0.097(5) 0.121(6) 0.049(3) 0.015(4) -0.010(3) 0.015(5) C12E 0.078(4) 0.112(6) 0.064(4) -0.012(4) -0.012(3) -0.010(4) C13E 0.070(3) 0.080(4) 0.048(3) -0.008(3) -0.001(3) -0.013(3) C1C 0.062(3) 0.051(3) 0.061(3) 0.008(3) 0.008(3) -0.001(3) Cl10 0.0564(7) 0.0515(7) 0.0784(9) 0.0015(6) -0.0066(6) -0.0030(6) O11 0.101(4) 0.199(8) 0.105(4) 0.064(5) 0.014(3) -0.020(4) O12 0.111(4) 0.078(3) 0.181(6) -0.057(4) -0.030(4) 0.019(3) O13 0.085(3) 0.115(4) 0.085(3) 0.023(3) -0.012(2) 0.020(3) O14 0.085(3) 0.066(3) 0.138(4) -0.023(3) -0.032(3) -0.014(2) Cl20 0.0915(10) 0.0652(8) 0.0669(9) -0.0106(7) -0.0129(8) 0.0044(8) O21 0.113(4) 0.119(4) 0.078(3) -0.019(3) -0.034(3) -0.009(3) O22 0.124(4) 0.064(3) 0.105(3) -0.013(3) -0.004(3) 0.006(3) O23 0.099(4) 0.134(5) 0.156(5) -0.030(4) 0.016(4) 0.029(4) O24 0.213(7) 0.084(4) 0.078(3) -0.003(3) -0.003(4) 0.003(4) Cl30 0.0926(11) 0.0585(8) 0.0712(9) -0.0013(7) -0.0090(8) 0.0009(8) O31 0.326(13) 0.126(6) 0.120(5) 0.032(5) 0.082(7) 0.049(7) O32 0.208(12) 0.086(6) 0.101(8) -0.008(6) 0.067(8) 0.035(7) O33 0.219(13) 0.072(5) 0.139(8) -0.012(5) 0.056(8) -0.062(7) O34 0.092(6) 0.178(12) 0.244(14) -0.111(11) -0.018(7) -0.020(7) Cl40 0.0952(11) 0.1087(12) 0.0513(7) -0.0078(9) 0.0054(7) -0.0095(10) O41 0.073(3) 0.261(11) 0.166(6) -0.098(7) 0.012(3) -0.011(5) O42 0.088(3) 0.123(5) 0.142(5) -0.041(4) -0.009(3) -0.021(3) O43 0.192(6) 0.144(6) 0.073(3) -0.013(3) 0.046(4) 0.005(5) O44 0.281(11) 0.189(9) 0.112(5) 0.056(6) -0.043(6) -0.084(8) N100 0.052(5) 0.067(6) 0.065(6) 0.029(5) 0.023(4) 0.016(5) C101 0.061(6) 0.047(6) 0.030(5) 0.015(4) 0.016(4) 0.018(5) C102 0.23(2) 0.117(14) 0.027(6) 0.001(7) 0.013(9) -0.031(15) N200 0.25(2) 0.158(16) 0.053(7) 0.026(9) -0.022(10) 0.090(17) C201 0.109(9) 0.055(6) 0.034(5) -0.002(5) -0.004(6) 0.017(7) C202 0.087(8) 0.102(10) 0.059(7) -0.021(7) 0.005(6) 0.000(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1A 1.954(4) . ? Fe1 N1 1.962(4) . ? Fe1 N1B 1.963(4) . ? Fe1 N3 2.011(4) . ? Fe1 N3A 2.014(4) . ? Fe1 N3B 2.019(4) . ? N1 C4 1.328(6) . ? N1 C1 1.358(7) . ? C1 C2 1.332(9) . ? C1 H1A 0.9300 . ? N2 C4 1.347(6) . ? N2 C2 1.373(8) . ? N2 C3 1.459(8) . ? C2 H2A 0.9300 . ? N3 C5 1.298(6) . ? N3 C6 1.472(6) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 C5 1.424(7) . ? C5 H5A 0.9300 . ? C6 C8 1.514(7) . ? C6 C7 1.553(8) . ? C6 H6A 0.9800 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C13 1.369(8) . ? C8 C9 1.386(8) . ? C9 C10 1.377(9) . ? C9 H9A 0.9300 . ? C10 C11 1.379(12) . ? C10 H10A 0.9300 . ? C11 C12 1.325(14) . ? C11 H11B 0.9300 . ? C12 C13 1.374(11) . ? C12 H12A 0.9300 . ? C13 H13B 0.9300 . ? N1A C4A 1.332(7) . ? N1A C1A 1.357(7) . ? C1A C2A 1.353(9) . ? C1A H1AA 0.9300 . ? N2A C4A 1.355(7) . ? N2A C2A 1.367(9) . ? N2A C3A 1.474(9) . ? C2A H2AA 0.9300 . ? N3A C5A 1.291(6) . ? N3A C6A 1.488(7) . ? C3A H3AA 0.9600 . ? C3A H3AB 0.9600 . ? C3A H3AC 0.9600 . ? C4A C5A 1.423(8) . ? C5A H5AA 0.9300 . ? C6A C8A 1.516(8) . ? C6A C7A 1.532(9) . ? C6A H6AA 0.9800 . ? C7A H7AA 0.9600 . ? C7A H7AB 0.9600 . ? C7A H7AC 0.9600 . ? C8A C9A 1.381(8) . ? C8A C13A 1.391(9) . ? C9A C10A 1.386(9) . ? C9A H9AA 0.9300 . ? C10A C11A 1.367(12) . ? C10A H10C 0.9300 . ? C11A C12A 1.360(14) . ? C11A H11A 0.9300 . ? C12A C13A 1.401(11) . ? C12A H12B 0.9300 . ? C13A H13A 0.9300 . ? N1B C4B 1.335(6) . ? N1B C1B 1.354(7) . ? C1B C2B 1.370(9) . ? C1B H1BA 0.9300 . ? N2B C2B 1.348(8) . ? N2B C4B 1.354(6) . ? N2B C3B 1.462(8) . ? C2B H2BA 0.9300 . ? N3B C5B 1.278(6) . ? N3B C6B 1.480(6) . ? C3B H3BA 0.9600 . ? C3B H3BB 0.9600 . ? C3B H3BC 0.9600 . ? C4B C5B 1.432(7) . ? C5B H5BA 0.9300 . ? C6B C7B 1.520(7) . ? C6B C8B 1.528(7) . ? C6B H6BA 0.9800 . ? C7B H7BA 0.9600 . ? C7B H7BB 0.9600 . ? C7B H7BC 0.9600 . ? C8B C9B 1.369(9) . ? C8B C13B 1.387(8) . ? C9B C10B 1.379(9) . ? C9B H9BA 0.9300 . ? C10B C11B 1.325(14) . ? C10B H10B 0.9300 . ? C11B C12B 1.357(14) . ? C11B H11C 0.9300 . ? C12B C13B 1.423(12) . ? C12B H12C 0.9300 . ? C13B H13C 0.9300 . ? Fe2 N1E 1.957(4) . ? Fe2 N1C 1.958(4) . ? Fe2 N1D 1.960(4) . ? Fe2 N3E 2.004(4) . ? Fe2 N3C 2.008(4) . ? Fe2 N3D 2.015(4) . ? N1C C4C 1.330(6) . ? N1C C1C 1.371(7) . ? N2C C4C 1.345(6) . ? N2C C2C 1.367(7) . ? N2C C3C 1.468(7) . ? C2C C1C 1.360(8) . ? C2C H2CA 0.9300 . ? N3C C5C 1.291(6) . ? N3C C6C 1.492(6) . ? C3C H3CA 0.9600 . ? C3C H3CB 0.9600 . ? C3C H3CC 0.9600 . ? C4C C5C 1.430(7) . ? C5C H5CA 0.9300 . ? C6C C7C 1.521(7) . ? C6C C8C 1.522(6) . ? C6C H6CA 0.9800 . ? C7C H7CA 0.9600 . ? C7C H7CB 0.9600 . ? C7C H7CC 0.9600 . ? C8C C13C 1.380(7) . ? C8C C9C 1.392(7) . ? C9C C10C 1.385(7) . ? C9C H9CA 0.9300 . ? C10C C11C 1.369(9) . ? C10C H10D 0.9300 . ? C11C C12C 1.373(9) . ? C11C H11D 0.9300 . ? C12C C13C 1.381(8) . ? C12C H12D 0.9300 . ? C13C H13D 0.9300 . ? N1D C4D 1.342(6) . ? N1D C1D 1.375(7) . ? C1D C2D 1.382(8) . ? C1D H1DA 0.9300 . ? N2D C2D 1.344(7) . ? N2D C4D 1.356(6) . ? N2D C3D 1.469(7) . ? C2D H2DA 0.9300 . ? N3D C5D 1.286(6) . ? N3D C6D 1.482(6) . ? C3D H3DA 0.9600 . ? C3D H3DB 0.9600 . ? C3D H3DC 0.9600 . ? C4D C5D 1.419(7) . ? C5D H5DA 0.9300 . ? C6D C8D 1.527(6) . ? C6D C7D 1.532(7) . ? C6D H6DA 0.9800 . ? C7D H7DA 0.9600 . ? C7D H7DB 0.9600 . ? C7D H7DC 0.9600 . ? C8D C9D 1.385(7) . ? C8D C13D 1.389(7) . ? C9D C10D 1.381(7) . ? C9D H9DA 0.9300 . ? C10D C11D 1.359(10) . ? C10D H10E 0.9300 . ? C11D C12D 1.357(10) . ? C11D H11E 0.9300 . ? C12D C13D 1.395(8) . ? C12D H12E 0.9300 . ? C13D H13E 0.9300 . ? N1E C4E 1.336(6) . ? N1E C1E 1.359(6) . ? C1E C2E 1.357(8) . ? C1E H1EA 0.9300 . ? N2E C2E 1.350(7) . ? N2E C4E 1.359(6) . ? N2E C3E 1.469(7) . ? C2E H2EA 0.9300 . ? N3E C5E 1.299(6) . ? N3E C6E 1.485(6) . ? C3E H3EA 0.9600 . ? C3E H3EB 0.9600 . ? C3E H3EC 0.9600 . ? C4E C5E 1.425(7) . ? C5E H5EA 0.9300 . ? C6E C7E 1.527(7) . ? C6E C8E 1.530(7) . ? C6E H6EA 0.9800 . ? C7E H7EA 0.9600 . ? C7E H7EB 0.9600 . ? C7E H7EC 0.9600 . ? C8E C13E 1.383(8) . ? C8E C9E 1.390(8) . ? C9E C10E 1.395(9) . ? C9E H9EA 0.9300 . ? C10E C11E 1.361(11) . ? C10E H10F 0.9300 . ? C11E C12E 1.380(12) . ? C11E H11F 0.9300 . ? C12E C13E 1.388(9) . ? C12E H12F 0.9300 . ? C13E H13F 0.9300 . ? C1C H1CA 0.9300 . ? Cl10 O12 1.401(6) . ? Cl10 O14 1.405(5) . ? Cl10 O11 1.418(6) . ? Cl10 O13 1.424(5) . ? Cl20 O21 1.398(5) . ? Cl20 O23 1.416(6) . ? Cl20 O22 1.420(5) . ? Cl20 O24 1.440(6) . ? Cl30 O31 1.354(7) . ? Cl30 O33 1.355(8) . ? Cl30 O32 1.373(9) . ? Cl30 O33A 1.40(3) . ? Cl30 O34 1.427(10) . ? Cl30 O34A 1.43(3) . ? Cl30 O32A 1.56(4) . ? Cl40 O43 1.361(5) . ? Cl40 O44 1.399(9) . ? Cl40 O41 1.423(7) . ? Cl40 O42 1.423(6) . ? N100 C101 1.070(14) . ? C101 C102 1.39(2) . ? C102 H10G 0.9600 . ? C102 H10H 0.9600 . ? C102 H10I 0.9600 . ? N200 C201 1.08(2) . ? C201 C202 1.33(2) . ? C202 H20A 0.9600 . ? C202 H20B 0.9600 . ? C202 H20C 0.9600 . ? 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 N1A Fe1 N1 91.45(17) . . ? N1A Fe1 N1B 90.27(16) . . ? N1 Fe1 N1B 92.48(17) . . ? N1A Fe1 N3 171.49(16) . . ? N1 Fe1 N3 80.49(16) . . ? N1B Fe1 N3 92.80(16) . . ? N1A Fe1 N3A 81.09(17) . . ? N1 Fe1 N3A 90.99(17) . . ? N1B Fe1 N3A 170.77(17) . . ? N3 Fe1 N3A 96.21(16) . . ? N1A Fe1 N3B 91.80(16) . . ? N1 Fe1 N3B 172.72(16) . . ? N1B Fe1 N3B 81.00(15) . . ? N3 Fe1 N3B 96.51(15) . . ? N3A Fe1 N3B 95.94(15) . . ? C4 N1 C1 105.9(4) . . ? C4 N1 Fe1 113.2(3) . . ? C1 N1 Fe1 140.9(4) . . ? C2 C1 N1 109.7(6) . . ? C2 C1 H1A 125.1 . . ? N1 C1 H1A 125.1 . . ? C4 N2 C2 106.0(5) . . ? C4 N2 C3 126.4(5) . . ? C2 N2 C3 127.6(5) . . ? C1 C2 N2 107.5(5) . . ? C1 C2 H2A 126.3 . . ? N2 C2 H2A 126.3 . . ? C5 N3 C6 119.1(4) . . ? C5 N3 Fe1 114.7(3) . . ? C6 N3 Fe1 125.9(3) . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 N2 110.9(5) . . ? N1 C4 C5 117.5(4) . . ? N2 C4 C5 131.6(5) . . ? N3 C5 C4 114.0(4) . . ? N3 C5 H5A 123.0 . . ? C4 C5 H5A 123.0 . . ? N3 C6 C8 111.6(4) . . ? N3 C6 C7 113.8(4) . . ? C8 C6 C7 109.2(4) . . ? N3 C6 H6A 107.3 . . ? C8 C6 H6A 107.3 . . ? C7 C6 H6A 107.3 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 117.2(5) . . ? C13 C8 C6 120.7(6) . . ? C9 C8 C6 122.1(5) . . ? C10 C9 C8 120.1(6) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C11 120.5(8) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C12 C11 C10 119.6(7) . . ? C12 C11 H11B 120.2 . . ? C10 C11 H11B 120.2 . . ? C11 C12 C13 120.5(7) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C8 C13 C12 122.0(7) . . ? C8 C13 H13B 119.0 . . ? C12 C13 H13B 119.0 . . ? C4A N1A C1A 106.4(4) . . ? C4A N1A Fe1 112.5(3) . . ? C1A N1A Fe1 141.1(4) . . ? C2A C1A N1A 109.3(5) . . ? C2A C1A H1AA 125.3 . . ? N1A C1A H1AA 125.3 . . ? C4A N2A C2A 106.5(5) . . ? C4A N2A C3A 126.4(6) . . ? C2A N2A C3A 127.1(6) . . ? C1A C2A N2A 107.3(5) . . ? C1A C2A H2AA 126.4 . . ? N2A C2A H2AA 126.4 . . ? C5A N3A C6A 119.6(4) . . ? C5A N3A Fe1 114.1(3) . . ? C6A N3A Fe1 126.2(3) . . ? N2A C3A H3AA 109.5 . . ? N2A C3A H3AB 109.5 . . ? H3AA C3A H3AB 109.5 . . ? N2A C3A H3AC 109.5 . . ? H3AA C3A H3AC 109.5 . . ? H3AB C3A H3AC 109.5 . . ? N1A C4A N2A 110.5(5) . . ? N1A C4A C5A 117.9(4) . . ? N2A C4A C5A 131.5(5) . . ? N3A C5A C4A 114.3(5) . . ? N3A C5A H5AA 122.8 . . ? C4A C5A H5AA 122.8 . . ? N3A C6A C8A 111.5(4) . . ? N3A C6A C7A 114.0(5) . . ? C8A C6A C7A 108.8(4) . . ? N3A C6A H6AA 107.4 . . ? C8A C6A H6AA 107.4 . . ? C7A C6A H6AA 107.4 . . ? C6A C7A H7AA 109.5 . . ? C6A C7A H7AB 109.5 . . ? H7AA C7A H7AB 109.5 . . ? C6A C7A H7AC 109.5 . . ? H7AA C7A H7AC 109.5 . . ? H7AB C7A H7AC 109.5 . . ? C9A C8A C13A 117.4(5) . . ? C9A C8A C6A 123.0(5) . . ? C13A C8A C6A 119.6(5) . . ? C8A C9A C10A 121.9(6) . . ? C8A C9A H9AA 119.0 . . ? C10A C9A H9AA 119.0 . . ? C11A C10A C9A 120.2(8) . . ? C11A C10A H10C 119.9 . . ? C9A C10A H10C 119.9 . . ? C12A C11A C10A 119.2(7) . . ? C12A C11A H11A 120.4 . . ? C10A C11A H11A 120.4 . . ? C11A C12A C13A 121.3(8) . . ? C11A C12A H12B 119.4 . . ? C13A C12A H12B 119.4 . . ? C8A C13A C12A 120.0(7) . . ? C8A C13A H13A 120.0 . . ? C12A C13A H13A 120.0 . . ? C4B N1B C1B 105.8(4) . . ? C4B N1B Fe1 112.4(3) . . ? C1B N1B Fe1 141.7(4) . . ? N1B C1B C2B 109.4(5) . . ? N1B C1B H1BA 125.3 . . ? C2B C1B H1BA 125.3 . . ? C2B N2B C4B 107.0(5) . . ? C2B N2B C3B 126.6(5) . . ? C4B N2B C3B 126.4(5) . . ? N2B C2B C1B 107.0(5) . . ? N2B C2B H2BA 126.5 . . ? C1B C2B H2BA 126.5 . . ? C5B N3B C6B 118.8(4) . . ? C5B N3B Fe1 114.2(3) . . ? C6B N3B Fe1 126.9(3) . . ? N2B C3B H3BA 109.5 . . ? N2B C3B H3BB 109.5 . . ? H3BA C3B H3BB 109.5 . . ? N2B C3B H3BC 109.5 . . ? H3BA C3B H3BC 109.5 . . ? H3BB C3B H3BC 109.5 . . ? N1B C4B N2B 110.8(4) . . ? N1B C4B C5B 117.5(4) . . ? N2B C4B C5B 131.7(4) . . ? N3B C5B C4B 114.9(4) . . ? N3B C5B H5BA 122.6 . . ? C4B C5B H5BA 122.6 . . ? N3B C6B C7B 115.2(4) . . ? N3B C6B C8B 110.0(4) . . ? C7B C6B C8B 109.2(4) . . ? N3B C6B H6BA 107.4 . . ? C7B C6B H6BA 107.4 . . ? C8B C6B H6BA 107.4 . . ? C6B C7B H7BA 109.5 . . ? C6B C7B H7BB 109.5 . . ? H7BA C7B H7BB 109.5 . . ? C6B C7B H7BC 109.5 . . ? H7BA C7B H7BC 109.5 . . ? H7BB C7B H7BC 109.5 . . ? C9B C8B C13B 117.9(5) . . ? C9B C8B C6B 122.2(5) . . ? C13B C8B C6B 119.7(5) . . ? C8B C9B C10B 122.5(7) . . ? C8B C9B H9BA 118.8 . . ? C10B C9B H9BA 118.8 . . ? C11B C10B C9B 120.3(9) . . ? C11B C10B H10B 119.8 . . ? C9B C10B H10B 119.8 . . ? C10B C11B C12B 119.8(8) . . ? C10B C11B H11C 120.1 . . ? C12B C11B H11C 120.1 . . ? C11B C12B C13B 121.5(8) . . ? C11B C12B H12C 119.2 . . ? C13B C12B H12C 119.2 . . ? C8B C13B C12B 117.9(8) . . ? C8B C13B H13C 121.0 . . ? C12B C13B H13C 121.0 . . ? N1E Fe2 N1C 91.88(16) . . ? N1E Fe2 N1D 90.57(16) . . ? N1C Fe2 N1D 92.68(16) . . ? N1E Fe2 N3E 80.89(16) . . ? N1C Fe2 N3E 92.64(15) . . ? N1D Fe2 N3E 170.08(16) . . ? N1E Fe2 N3C 172.09(16) . . ? N1C Fe2 N3C 80.67(16) . . ? N1D Fe2 N3C 92.43(15) . . ? N3E Fe2 N3C 96.69(15) . . ? N1E Fe2 N3D 92.21(15) . . ? N1C Fe2 N3D 172.16(15) . . ? N1D Fe2 N3D 80.60(15) . . ? N3E Fe2 N3D 94.60(15) . . ? N3C Fe2 N3D 95.50(15) . . ? C4C N1C C1C 106.1(4) . . ? C4C N1C Fe2 113.3(3) . . ? C1C N1C Fe2 140.6(4) . . ? C4C N2C C2C 106.7(4) . . ? C4C N2C C3C 127.0(5) . . ? C2C N2C C3C 126.3(5) . . ? C1C C2C N2C 107.3(5) . . ? C1C C2C H2CA 126.3 . . ? N2C C2C H2CA 126.3 . . ? C5C N3C C6C 118.7(4) . . ? C5C N3C Fe2 114.6(3) . . ? C6C N3C Fe2 126.6(3) . . ? N2C C3C H3CA 109.5 . . ? N2C C3C H3CB 109.5 . . ? H3CA C3C H3CB 109.5 . . ? N2C C3C H3CC 109.5 . . ? H3CA C3C H3CC 109.5 . . ? H3CB C3C H3CC 109.5 . . ? N1C C4C N2C 111.2(4) . . ? N1C C4C C5C 117.0(4) . . ? N2C C4C C5C 131.8(5) . . ? N3C C5C C4C 114.4(4) . . ? N3C C5C H5CA 122.8 . . ? C4C C5C H5CA 122.8 . . ? N3C C6C C7C 114.7(4) . . ? N3C C6C C8C 110.5(4) . . ? C7C C6C C8C 110.0(4) . . ? N3C C6C H6CA 107.1 . . ? C7C C6C H6CA 107.1 . . ? C8C C6C H6CA 107.1 . . ? C6C C7C H7CA 109.5 . . ? C6C C7C H7CB 109.5 . . ? H7CA C7C H7CB 109.5 . . ? C6C C7C H7CC 109.5 . . ? H7CA C7C H7CC 109.5 . . ? H7CB C7C H7CC 109.5 . . ? C13C C8C C9C 119.2(5) . . ? C13C C8C C6C 119.2(4) . . ? C9C C8C C6C 121.5(4) . . ? C10C C9C C8C 120.1(5) . . ? C10C C9C H9CA 119.9 . . ? C8C C9C H9CA 119.9 . . ? C11C C10C C9C 119.8(5) . . ? C11C C10C H10D 120.1 . . ? C9C C10C H10D 120.1 . . ? C10C C11C C12C 120.5(5) . . ? C10C C11C H11D 119.7 . . ? C12C C11C H11D 119.7 . . ? C11C C12C C13C 120.1(5) . . ? C11C C12C H12D 120.0 . . ? C13C C12C H12D 120.0 . . ? C8C C13C C12C 120.2(5) . . ? C8C C13C H13D 119.9 . . ? C12C C13C H13D 119.9 . . ? C4D N1D C1D 106.1(4) . . ? C4D N1D Fe2 112.9(3) . . ? C1D N1D Fe2 141.0(4) . . ? N1D C1D C2D 108.1(5) . . ? N1D C1D H1DA 125.9 . . ? C2D C1D H1DA 125.9 . . ? C2D N2D C4D 107.5(4) . . ? C2D N2D C3D 127.1(5) . . ? C4D N2D C3D 125.4(5) . . ? N2D C2D C1D 107.7(5) . . ? N2D C2D H2DA 126.2 . . ? C1D C2D H2DA 126.2 . . ? C5D N3D C6D 119.5(4) . . ? C5D N3D Fe2 114.5(3) . . ? C6D N3D Fe2 125.9(3) . . ? N2D C3D H3DA 109.5 . . ? N2D C3D H3DB 109.5 . . ? H3DA C3D H3DB 109.5 . . ? N2D C3D H3DC 109.5 . . ? H3DA C3D H3DC 109.5 . . ? H3DB C3D H3DC 109.5 . . ? N1D C4D N2D 110.6(4) . . ? N1D C4D C5D 117.1(4) . . ? N2D C4D C5D 132.3(4) . . ? N3D C5D C4D 114.8(4) . . ? N3D C5D H5DA 122.6 . . ? C4D C5D H5DA 122.6 . . ? N3D C6D C8D 110.8(4) . . ? N3D C6D C7D 114.4(4) . . ? C8D C6D C7D 109.1(4) . . ? N3D C6D H6DA 107.4 . . ? C8D C6D H6DA 107.4 . . ? C7D C6D H6DA 107.4 . . ? C6D C7D H7DA 109.5 . . ? C6D C7D H7DB 109.5 . . ? H7DA C7D H7DB 109.5 . . ? C6D C7D H7DC 109.5 . . ? H7DA C7D H7DC 109.5 . . ? H7DB C7D H7DC 109.5 . . ? C9D C8D C13D 117.9(4) . . ? C9D C8D C6D 123.3(4) . . ? C13D C8D C6D 118.7(5) . . ? C10D C9D C8D 120.8(5) . . ? C10D C9D H9DA 119.6 . . ? C8D C9D H9DA 119.6 . . ? C11D C10D C9D 120.6(6) . . ? C11D C10D H10E 119.7 . . ? C9D C10D H10E 119.7 . . ? C12D C11D C10D 120.0(5) . . ? C12D C11D H11E 120.0 . . ? C10D C11D H11E 120.0 . . ? C11D C12D C13D 120.4(6) . . ? C11D C12D H12E 119.8 . . ? C13D C12D H12E 119.8 . . ? C8D C13D C12D 120.2(6) . . ? C8D C13D H13E 119.9 . . ? C12D C13D H13E 119.9 . . ? C4E N1E C1E 106.6(4) . . ? C4E N1E Fe2 112.9(3) . . ? C1E N1E Fe2 140.5(3) . . ? C2E C1E N1E 108.6(5) . . ? C2E C1E H1EA 125.7 . . ? N1E C1E H1EA 125.7 . . ? C2E N2E C4E 106.8(4) . . ? C2E N2E C3E 127.7(5) . . ? C4E N2E C3E 125.5(5) . . ? N2E C2E C1E 108.0(5) . . ? N2E C2E H2EA 126.0 . . ? C1E C2E H2EA 126.0 . . ? C5E N3E C6E 119.3(4) . . ? C5E N3E Fe2 114.6(3) . . ? C6E N3E Fe2 126.1(3) . . ? N2E C3E H3EA 109.5 . . ? N2E C3E H3EB 109.5 . . ? H3EA C3E H3EB 109.5 . . ? N2E C3E H3EC 109.5 . . ? H3EA C3E H3EC 109.5 . . ? H3EB C3E H3EC 109.5 . . ? N1E C4E N2E 110.0(4) . . ? N1E C4E C5E 117.3(4) . . ? N2E C4E C5E 132.6(4) . . ? N3E C5E C4E 114.1(4) . . ? N3E C5E H5EA 122.9 . . ? C4E C5E H5EA 122.9 . . ? N3E C6E C7E 114.8(4) . . ? N3E C6E C8E 109.6(4) . . ? C7E C6E C8E 110.2(4) . . ? N3E C6E H6EA 107.3 . . ? C7E C6E H6EA 107.3 . . ? C8E C6E H6EA 107.3 . . ? C6E C7E H7EA 109.5 . . ? C6E C7E H7EB 109.5 . . ? H7EA C7E H7EB 109.5 . . ? C6E C7E H7EC 109.5 . . ? H7EA C7E H7EC 109.5 . . ? H7EB C7E H7EC 109.5 . . ? C13E C8E C9E 118.5(5) . . ? C13E C8E C6E 119.0(5) . . ? C9E C8E C6E 122.5(5) . . ? C8E C9E C10E 120.9(6) . . ? C8E C9E H9EA 119.5 . . ? C10E C9E H9EA 119.5 . . ? C11E C10E C9E 119.4(7) . . ? C11E C10E H10F 120.3 . . ? C9E C10E H10F 120.3 . . ? C10E C11E C12E 120.7(6) . . ? C10E C11E H11F 119.7 . . ? C12E C11E H11F 119.7 . . ? C11E C12E C13E 119.9(6) . . ? C11E C12E H12F 120.0 . . ? C13E C12E H12F 120.0 . . ? C8E C13E C12E 120.5(6) . . ? C8E C13E H13F 119.7 . . ? C12E C13E H13F 119.7 . . ? C2C C1C N1C 108.7(5) . . ? C2C C1C H1CA 125.6 . . ? N1C C1C H1CA 125.6 . . ? O12 Cl10 O14 108.5(3) . . ? O12 Cl10 O11 110.0(5) . . ? O14 Cl10 O11 110.3(4) . . ? O12 Cl10 O13 107.9(4) . . ? O14 Cl10 O13 111.3(3) . . ? O11 Cl10 O13 108.8(3) . . ? O21 Cl20 O23 110.4(4) . . ? O21 Cl20 O22 109.7(4) . . ? O23 Cl20 O22 109.6(4) . . ? O21 Cl20 O24 109.5(4) . . ? O23 Cl20 O24 109.2(4) . . ? O22 Cl20 O24 108.4(3) . . ? O31 Cl30 O33 115.1(6) . . ? O31 Cl30 O32 112.3(7) . . ? O33 Cl30 O32 121.9(7) . . ? O31 Cl30 O33A 92.4(12) . . ? O33 Cl30 O33A 62.6(13) . . ? O32 Cl30 O33A 84.2(13) . . ? O31 Cl30 O34 92.3(9) . . ? O33 Cl30 O34 106.2(8) . . ? O32 Cl30 O34 103.4(8) . . ? O33A Cl30 O34 168.8(14) . . ? O31 Cl30 O34A 123.9(12) . . ? O33 Cl30 O34A 54.8(15) . . ? O32 Cl30 O34A 117.6(14) . . ? O33A Cl30 O34A 116(2) . . ? O34 Cl30 O34A 53.3(15) . . ? O31 Cl30 O32A 134.0(16) . . ? O33 Cl30 O32A 107.5(16) . . ? O32 Cl30 O32A 23.5(15) . . ? O33A Cl30 O32A 92.4(17) . . ? O34 Cl30 O32A 91.6(15) . . ? O34A Cl30 O32A 94.2(19) . . ? O43 Cl40 O44 111.5(6) . . ? O43 Cl40 O41 106.0(4) . . ? O44 Cl40 O41 110.6(7) . . ? O43 Cl40 O42 110.8(4) . . ? O44 Cl40 O42 109.7(4) . . ? O41 Cl40 O42 108.1(5) . . ? N100 C101 C102 179.5(15) . . ? C101 C102 H10G 109.5 . . ? C101 C102 H10H 109.5 . . ? H10G C102 H10H 109.5 . . ? C101 C102 H10I 109.5 . . ? H10G C102 H10I 109.5 . . ? H10H C102 H10I 109.5 . . ? N200 C201 C202 176.1(16) . . ? C201 C202 H20A 109.5 . . ? C201 C202 H20B 109.5 . . ? H20A C202 H20B 109.5 . . ? C201 C202 H20C 109.5 . . ? H20A C202 H20C 109.5 . . ? H20B C202 H20C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C2A H2AA O34 0.93 2.51 3.202(13) 131.3 . C1 H1A N100 0.93 2.59 3.389(11) 144.0 . C5B H5BA O43 0.93 2.40 3.299(7) 162.6 2_656 C1B H1BA O33A 0.93 2.41 3.01(3) 121.7 1_655 C2E H2EA O12 0.93 2.69 3.328(8) 126.3 2_757 C2E H2EA O14 0.93 2.52 3.362(8) 151.1 2_757 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 61.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.445 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.063 # Attachment '- af7.cif' data_af7 _database_code_depnum_ccdc_archive 'CCDC 821021' #TrackingRef '- af7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50.50 H66.75 Cl2 Fe N10.25 O8' _chemical_formula_weight 1072.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.0388(4) _cell_length_b 17.7032(6) _cell_length_c 25.8524(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5509.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8234 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 30.70 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2262 _exptl_absorpt_coefficient_mu 0.430 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of four sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. The asymmetric unit contains the Fe tris imidazole imine complex, two ClO4 counter ions and three partially occupied molecules of acetonitrile The three molecules of aceonitrile were modelled at 50% occupied (N101-C103), 50% occupied (N201-C203) and 25% occupied (N301-C303). ClO4 (Cl20-O24) was modelled as whole ion disorder over three positions with occupancy fixed at 45:25:30 (Cl20:Cl2A:Cl2B) all refined isotropically. Two of the t-butyl groups were modelled as disordered over two positions t-Butyl C13-C16 was modelled as disordered over two positions in the ratio 65:35 t-Butyl C29-C32 was modelled as disordered over two positions in the ratio 60:40 Minor components refined isotropically Many restraints were used to give the disordered portions of the structure chemical reasonable bonds, angles and thermal parameters. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 33650 _diffrn_reflns_av_R_equivalents 0.0563 _diffrn_reflns_av_sigmaI/netI 0.2072 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 30.80 _reflns_number_total 15181 _reflns_number_gt 6518 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0703P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 6495 Friedel pairs' _refine_ls_abs_structure_Flack 0.001(17) _chemical_absolute_configuration rmad _refine_ls_number_reflns 15181 _refine_ls_number_parameters 714 _refine_ls_number_restraints 743 _refine_ls_R_factor_all 0.1504 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1424 _refine_ls_wR_factor_gt 0.1278 _refine_ls_goodness_of_fit_ref 0.814 _refine_ls_restrained_S_all 0.816 _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 Fe1 Fe 0.17060(4) -0.49825(3) -0.637945(17) 0.02661(13) Uani 1 1 d U . . N1 N 0.1745(3) -0.59565(17) -0.60293(10) 0.0341(8) Uani 1 1 d U . . N2 N 0.0874(4) -0.7024(2) -0.58301(13) 0.0582(11) Uani 1 1 d U A . N3 N 0.0118(2) -0.52486(16) -0.64347(11) 0.0289(7) Uani 1 1 d U . . N4 N 0.3267(3) -0.48156(16) -0.62280(10) 0.0307(7) Uani 1 1 d U . . N5 N 0.4562(3) -0.44183(19) -0.56821(11) 0.0328(8) Uani 1 1 d U B . N6 N 0.1553(3) -0.43956(16) -0.57271(11) 0.0286(7) Uani 1 1 d U . . C1 C 0.2498(4) -0.6430(3) -0.58088(15) 0.0533(13) Uani 1 1 d U . . H1A H 0.3259 -0.6320 -0.5750 0.064 Uiso 1 1 calc R . . C2 C 0.1980(5) -0.7080(3) -0.56886(16) 0.0601(14) Uani 1 1 d U . . H2A H 0.2318 -0.7508 -0.5532 0.072 Uiso 1 1 calc R . . C3 C 0.0767(4) -0.6313(2) -0.60332(14) 0.0403(11) Uani 1 1 d U . . C4 C -0.0137(4) -0.5904(2) -0.62475(13) 0.0379(10) Uani 1 1 d U . . H4A H -0.0874 -0.6097 -0.6253 0.046 Uiso 1 1 calc R . . C5 C -0.0753(3) -0.4785(2) -0.66831(13) 0.0336(10) Uani 1 1 d U . . H5A H -0.0538 -0.4245 -0.6630 0.040 Uiso 1 1 calc R . . C6 C -0.1910(3) -0.4879(3) -0.64545(15) 0.0501(12) Uani 1 1 d U . . H6A H -0.1881 -0.4793 -0.6080 0.075 Uiso 1 1 calc R . . H6B H -0.2179 -0.5392 -0.6522 0.075 Uiso 1 1 calc R . . H6C H -0.2416 -0.4512 -0.6614 0.075 Uiso 1 1 calc R . . C7 C -0.0777(3) -0.4917(3) -0.72661(13) 0.0410(10) Uani 1 1 d U . . C8 C -0.0333(4) -0.5555(3) -0.75005(15) 0.0491(12) Uani 1 1 d U . . H8A H 0.0038 -0.5925 -0.7297 0.059 Uiso 1 1 calc R . . C9 C -0.0432(4) -0.5654(3) -0.80326(17) 0.0670(16) Uani 1 1 d U . . H9A H -0.0125 -0.6087 -0.8196 0.080 Uiso 1 1 calc R . . C10 C -0.0989(5) -0.5108(4) -0.83222(18) 0.0821(19) Uani 1 1 d U . . H10A H -0.1068 -0.5173 -0.8685 0.099 Uiso 1 1 calc R . . C11 C -0.1412(5) -0.4498(4) -0.8098(2) 0.0829(19) Uani 1 1 d U . . H11A H -0.1783 -0.4134 -0.8305 0.099 Uiso 1 1 calc R . . C12 C -0.1328(4) -0.4379(3) -0.75741(17) 0.0622(14) Uani 1 1 d U . . H12A H -0.1638 -0.3938 -0.7422 0.075 Uiso 1 1 calc R . . C13 C 0.0013(6) -0.7625(3) -0.58202(17) 0.0767(17) Uani 1 1 d U . . C14 C 0.0705(11) -0.8360(5) -0.5631(4) 0.071(3) Uani 0.65 1 d PU A 1 H14A H 0.1221 -0.8515 -0.5904 0.106 Uiso 0.65 1 calc PR A 1 H14B H 0.0189 -0.8774 -0.5556 0.106 Uiso 0.65 1 calc PR A 1 H14C H 0.1125 -0.8235 -0.5317 0.106 Uiso 0.65 1 calc PR A 1 C15 C -0.0597(10) -0.7698(4) -0.6367(3) 0.068(3) Uani 0.65 1 d PU A 1 H15A H -0.0051 -0.7829 -0.6633 0.101 Uiso 0.65 1 calc PR A 1 H15B H -0.0949 -0.7216 -0.6455 0.101 Uiso 0.65 1 calc PR A 1 H15C H -0.1164 -0.8094 -0.6348 0.101 Uiso 0.65 1 calc PR A 1 C16 C -0.0997(14) -0.7390(7) -0.5460(4) 0.062(4) Uani 0.65 1 d PU A 1 H16A H -0.1571 -0.7782 -0.5474 0.093 Uiso 0.65 1 calc PR A 1 H16B H -0.1308 -0.6910 -0.5581 0.093 Uiso 0.65 1 calc PR A 1 H16C H -0.0736 -0.7333 -0.5103 0.093 Uiso 0.65 1 calc PR A 1 C14A C 0.0152(16) -0.8368(13) -0.5665(9) 0.062(6) Uiso 0.35 1 d PU A 2 H14D H 0.0551 -0.8648 -0.5934 0.093 Uiso 0.35 1 calc PR A 2 H14E H -0.0577 -0.8600 -0.5608 0.093 Uiso 0.35 1 calc PR A 2 H14F H 0.0581 -0.8382 -0.5343 0.093 Uiso 0.35 1 calc PR A 2 C15A C -0.0050(14) -0.7846(11) -0.6400(7) 0.049(5) Uiso 0.35 1 d PU A 2 H15D H 0.0701 -0.7941 -0.6532 0.073 Uiso 0.35 1 calc PR A 2 H15E H -0.0392 -0.7434 -0.6597 0.073 Uiso 0.35 1 calc PR A 2 H15F H -0.0499 -0.8305 -0.6439 0.073 Uiso 0.35 1 calc PR A 2 C16A C -0.070(3) -0.739(2) -0.5380(13) 0.085(10) Uiso 0.35 1 d PU A 2 H16D H -0.0232 -0.7308 -0.5074 0.127 Uiso 0.35 1 calc PR A 2 H16E H -0.1239 -0.7791 -0.5306 0.127 Uiso 0.35 1 calc PR A 2 H16F H -0.1089 -0.6925 -0.5468 0.127 Uiso 0.35 1 calc PR A 2 C17 C 0.4278(3) -0.5002(3) -0.64201(14) 0.0390(9) Uani 1 1 d U . . H17A H 0.4407 -0.5264 -0.6735 0.047 Uiso 1 1 calc R . . C18 C 0.5072(3) -0.4757(2) -0.60910(15) 0.0389(10) Uani 1 1 d U . . H18A H 0.5850 -0.4811 -0.6137 0.047 Uiso 1 1 calc R . . C19 C 0.3464(3) -0.4459(2) -0.57769(13) 0.0268(8) Uani 1 1 d U . . C20 C 0.2477(3) -0.4211(2) -0.55093(14) 0.0303(9) Uani 1 1 d U . . H20A H 0.2506 -0.3932 -0.5196 0.036 Uiso 1 1 calc R . . C21 C 0.0499(3) -0.4210(2) -0.54568(14) 0.0320(9) Uani 1 1 d U . . H21A H -0.0081 -0.4141 -0.5730 0.038 Uiso 1 1 calc R . . C22 C 0.0550(3) -0.3478(2) -0.51495(16) 0.0405(10) Uani 1 1 d U . . H22A H 0.0905 -0.3085 -0.5359 0.061 Uiso 1 1 calc R . . H22B H 0.0982 -0.3559 -0.4833 0.061 Uiso 1 1 calc R . . H22C H -0.0205 -0.3319 -0.5059 0.061 Uiso 1 1 calc R . . C23 C 0.0122(3) -0.4862(2) -0.51170(12) 0.0303(9) Uani 1 1 d U . . C24 C -0.0988(3) -0.4884(3) -0.49647(14) 0.0458(12) Uani 1 1 d U . . H24A H -0.1496 -0.4519 -0.5094 0.055 Uiso 1 1 calc R . . C25 C -0.1355(4) -0.5434(3) -0.46267(17) 0.0537(13) Uani 1 1 d U . . H25A H -0.2107 -0.5430 -0.4515 0.064 Uiso 1 1 calc R . . C26 C -0.0653(4) -0.5983(3) -0.44499(16) 0.0484(12) Uani 1 1 d U . . H26A H -0.0924 -0.6367 -0.4226 0.058 Uiso 1 1 calc R . . C27 C 0.0440(4) -0.5980(2) -0.45963(14) 0.0404(10) Uani 1 1 d U . . H27A H 0.0933 -0.6357 -0.4471 0.048 Uiso 1 1 calc R . . C28 C 0.0825(3) -0.5422(2) -0.49299(13) 0.0332(9) Uani 1 1 d U . . H28A H 0.1583 -0.5423 -0.5032 0.040 Uiso 1 1 calc R . . C29 C 0.5129(4) -0.4132(2) -0.52046(14) 0.0402(10) Uani 1 1 d U . . C30 C 0.6279(6) -0.4328(6) -0.5222(3) 0.060(3) Uani 0.611(8) 1 d PU B 1 H30A H 0.6374 -0.4853 -0.5109 0.090 Uiso 0.611(8) 1 calc PR B 1 H30B H 0.6699 -0.3992 -0.4993 0.090 Uiso 0.611(8) 1 calc PR B 1 H30C H 0.6554 -0.4274 -0.5577 0.090 Uiso 0.611(8) 1 calc PR B 1 C31 C 0.4878(7) -0.3316(4) -0.5144(3) 0.046(2) Uani 0.611(8) 1 d PU B 1 H31A H 0.4126 -0.3255 -0.5005 0.069 Uiso 0.611(8) 1 calc PR B 1 H31B H 0.4927 -0.3066 -0.5481 0.069 Uiso 0.611(8) 1 calc PR B 1 H31C H 0.5414 -0.3087 -0.4906 0.069 Uiso 0.611(8) 1 calc PR B 1 C32 C 0.4548(7) -0.4592(4) -0.4755(2) 0.048(2) Uani 0.611(8) 1 d PU B 1 H32A H 0.3873 -0.4834 -0.4888 0.073 Uiso 0.611(8) 1 calc PR B 1 H32B H 0.4352 -0.4248 -0.4472 0.073 Uiso 0.611(8) 1 calc PR B 1 H32C H 0.5058 -0.4980 -0.4626 0.073 Uiso 0.611(8) 1 calc PR B 1 C31A C 0.6181(9) -0.3620(8) -0.5424(4) 0.044(3) Uani 0.389(8) 1 d PU B 2 H31D H 0.6083 -0.3529 -0.5795 0.066 Uiso 0.389(8) 1 calc PR B 2 H31E H 0.6879 -0.3892 -0.5367 0.066 Uiso 0.389(8) 1 calc PR B 2 H31F H 0.6203 -0.3136 -0.5240 0.066 Uiso 0.389(8) 1 calc PR B 2 C32A C 0.4552(10) -0.3666(9) -0.4874(5) 0.052(4) Uani 0.389(8) 1 d PU B 2 H32D H 0.3899 -0.3932 -0.4741 0.078 Uiso 0.389(8) 1 calc PR B 2 H32E H 0.4314 -0.3212 -0.5061 0.078 Uiso 0.389(8) 1 calc PR B 2 H32F H 0.5033 -0.3520 -0.4585 0.078 Uiso 0.389(8) 1 calc PR B 2 C30A C 0.5718(12) -0.4770(7) -0.4956(5) 0.061(4) Uani 0.389(8) 1 d PU B 2 H30D H 0.5174 -0.5133 -0.4823 0.091 Uiso 0.389(8) 1 calc PR B 2 H30E H 0.6173 -0.4580 -0.4670 0.091 Uiso 0.389(8) 1 calc PR B 2 H30F H 0.6196 -0.5019 -0.5211 0.091 Uiso 0.389(8) 1 calc PR B 2 N7 N 0.2124(3) -0.54707(17) -0.70226(11) 0.0300(8) Uani 1 1 d U . . N8 N 0.2705(3) -0.53651(16) -0.78395(11) 0.0310(8) Uani 1 1 d U . . N9 N 0.1655(3) -0.40971(15) -0.68501(10) 0.0245(7) Uani 1 1 d U . . C33 C 0.2406(4) -0.6173(2) -0.71992(14) 0.0403(10) Uani 1 1 d U . . H33A H 0.2361 -0.6628 -0.7006 0.048 Uiso 1 1 calc R . . C34 C 0.2763(4) -0.6115(2) -0.76973(14) 0.0406(11) Uani 1 1 d U . . H34A H 0.3008 -0.6519 -0.7910 0.049 Uiso 1 1 calc R . . C35 C 0.2286(3) -0.4992(2) -0.74091(11) 0.0268(7) Uani 1 1 d U . . C36 C 0.1985(3) -0.4225(2) -0.73153(14) 0.0266(8) Uani 1 1 d U . . H36A H 0.2025 -0.3843 -0.7573 0.032 Uiso 1 1 calc R . . C37 C 0.1318(3) -0.3318(2) -0.67138(14) 0.0307(9) Uani 1 1 d U . . H37A H 0.0746 -0.3360 -0.6435 0.037 Uiso 1 1 calc R . . C38 C 0.0778(4) -0.2881(2) -0.71624(16) 0.0428(11) Uani 1 1 d U . . H38A H 0.0451 -0.2412 -0.7030 0.064 Uiso 1 1 calc R . . H38B H 0.0196 -0.3191 -0.7320 0.064 Uiso 1 1 calc R . . H38C H 0.1343 -0.2760 -0.7422 0.064 Uiso 1 1 calc R . . C39 C 0.2282(3) -0.2871(2) -0.64899(14) 0.0323(9) Uani 1 1 d U . . C40 C 0.3384(4) -0.3019(2) -0.65847(14) 0.0368(10) Uani 1 1 d U . . H40A H 0.3572 -0.3439 -0.6796 0.044 Uiso 1 1 calc R . . C41 C 0.4224(4) -0.2581(3) -0.63847(16) 0.0454(11) Uani 1 1 d U . . H41A H 0.4979 -0.2705 -0.6450 0.055 Uiso 1 1 calc R . . C42 C 0.3954(5) -0.1954(3) -0.60864(16) 0.0594(14) Uani 1 1 d U . . H42A H 0.4525 -0.1639 -0.5953 0.071 Uiso 1 1 calc R . . C43 C 0.2873(5) -0.1790(3) -0.59860(16) 0.0589(14) Uani 1 1 d U . . H43A H 0.2696 -0.1362 -0.5780 0.071 Uiso 1 1 calc R . . C44 C 0.2020(4) -0.2240(2) -0.61799(15) 0.0474(11) Uani 1 1 d U . . H44A H 0.1268 -0.2123 -0.6104 0.057 Uiso 1 1 calc R . . C45 C 0.3078(3) -0.5030(2) -0.83399(12) 0.0375(9) Uani 1 1 d U . . C46 C 0.3740(4) -0.5598(3) -0.86319(17) 0.0595(13) Uani 1 1 d U . . H46A H 0.3284 -0.6048 -0.8695 0.089 Uiso 1 1 calc R . . H46B H 0.4396 -0.5740 -0.8430 0.089 Uiso 1 1 calc R . . H46C H 0.3975 -0.5382 -0.8963 0.089 Uiso 1 1 calc R . . C47 C 0.2070(4) -0.4804(3) -0.86462(16) 0.0674(15) Uani 1 1 d U . . H47A H 0.1650 -0.5257 -0.8743 0.101 Uiso 1 1 calc R . . H47B H 0.2303 -0.4535 -0.8959 0.101 Uiso 1 1 calc R . . H47C H 0.1600 -0.4473 -0.8436 0.101 Uiso 1 1 calc R . . C48 C 0.3806(5) -0.4343(3) -0.82287(17) 0.0708(17) Uani 1 1 d U . . H48A H 0.3347 -0.3935 -0.8087 0.106 Uiso 1 1 calc R . . H48B H 0.4157 -0.4173 -0.8550 0.106 Uiso 1 1 calc R . . H48C H 0.4381 -0.4480 -0.7977 0.106 Uiso 1 1 calc R . . Cl10 Cl -0.19128(10) -0.25088(7) -0.61269(4) 0.0569(3) Uani 1 1 d U . . O11 O -0.1123(4) -0.1938(3) -0.62831(15) 0.0933(13) Uani 1 1 d U . . O12 O -0.1346(4) -0.3159(2) -0.59961(17) 0.1035(16) Uani 1 1 d U . . O13 O -0.2724(4) -0.2623(2) -0.65064(17) 0.1035(15) Uani 1 1 d U . . O14 O -0.2443(4) -0.2210(3) -0.56711(17) 0.1213(17) Uani 1 1 d U . . Cl20 Cl -0.3988(4) -0.6902(2) -0.61861(16) 0.0755(12) Uiso 0.45 1 d PDU C 1 O21 O -0.4627(8) -0.6931(6) -0.5722(3) 0.089(3) Uiso 0.45 1 d PDU C 1 O22 O -0.4763(7) -0.6726(5) -0.6547(3) 0.069(2) Uiso 0.45 1 d PDU C 1 O23 O -0.3470(8) -0.7585(6) -0.6317(4) 0.105(3) Uiso 0.45 1 d PDU C 1 O24 O -0.2913(11) -0.6492(9) -0.6228(6) 0.135(5) Uiso 0.45 1 d PDU C 1 Cl2A Cl -0.3565(7) -0.6924(4) -0.6095(3) 0.077(2) Uiso 0.25 1 d PDU D 2 O21A O -0.3197(13) -0.6307(8) -0.5742(6) 0.072(4) Uiso 0.25 1 d PDU D 2 O22A O -0.4090(11) -0.6359(7) -0.6436(5) 0.060(3) Uiso 0.25 1 d PDU D 2 O23A O -0.2600(13) -0.7004(11) -0.6444(7) 0.109(6) Uiso 0.25 1 d PDU D 2 O24A O -0.3648(13) -0.7581(8) -0.5876(8) 0.085(5) Uiso 0.25 1 d PDU D 2 Cl2B Cl -0.3888(4) -0.6679(3) -0.57979(19) 0.0620(11) Uiso 0.30 1 d PDU E 3 O21B O -0.3247(16) -0.6245(11) -0.5410(7) 0.160(7) Uiso 0.30 1 d PDU E 3 O22B O -0.4907(11) -0.6395(10) -0.5623(6) 0.115(5) Uiso 0.30 1 d PDU E 3 O23B O -0.3308(11) -0.6312(6) -0.6202(4) 0.048(3) Uiso 0.30 1 d PDU E 3 O24B O -0.3641(12) -0.7372(8) -0.5628(6) 0.099(5) Uiso 0.30 1 d PDU E 3 N101 N -0.3210(5) -0.6317(3) -0.7562(2) 0.0285(13) Uiso 0.50 1 d PU F 1 C102 C -0.3723(6) -0.5596(4) -0.7526(3) 0.0259(17) Uiso 0.50 1 d PU F 1 C103 C -0.4114(6) -0.5034(5) -0.7472(2) 0.0322(16) Uiso 0.50 1 d PU F 1 N201 N -0.7061(6) -0.8061(4) -0.6662(3) 0.0514(19) Uiso 0.50 1 d PU G 2 C202 C -0.6439(8) -0.8012(5) -0.6947(3) 0.047(2) Uiso 0.50 1 d PU G 2 C203 C -0.5626(8) -0.7932(5) -0.7362(3) 0.050(2) Uiso 0.50 1 d PU G 2 N301 N -0.3292(10) -0.7653(6) -0.7233(4) 0.027(3) Uiso 0.25 1 d PU H 3 C302 C -0.3813(19) -0.6973(13) -0.7388(8) 0.068(6) Uiso 0.25 1 d PU H 3 C303 C -0.484(2) -0.7054(14) -0.7404(8) 0.077(6) Uiso 0.25 1 d PU H 3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0377(3) 0.0238(2) 0.0183(2) -0.0010(3) 0.0009(2) 0.0019(3) N1 0.059(2) 0.0295(18) 0.0136(14) -0.0017(13) 0.0008(16) 0.0086(18) N2 0.119(4) 0.034(2) 0.0219(18) 0.0016(17) 0.015(2) 0.000(2) N3 0.0399(18) 0.0265(17) 0.0204(14) -0.0024(13) 0.0065(14) -0.0047(13) N4 0.0365(18) 0.0319(19) 0.0238(14) -0.0039(12) 0.0005(14) 0.0067(15) N5 0.036(2) 0.034(2) 0.0282(16) 0.0040(15) -0.0028(14) 0.0059(15) N6 0.038(2) 0.0231(17) 0.0250(15) -0.0044(13) 0.0005(15) 0.0063(15) C1 0.090(4) 0.045(3) 0.025(2) 0.005(2) 0.000(2) 0.029(3) C2 0.111(5) 0.043(3) 0.026(2) 0.002(2) 0.001(3) 0.024(3) C3 0.078(3) 0.024(2) 0.0196(19) 0.0003(17) 0.007(2) -0.002(2) C4 0.056(3) 0.038(3) 0.0204(19) -0.0070(17) 0.0097(18) -0.019(2) C5 0.032(2) 0.039(3) 0.0301(19) 0.0036(17) -0.0028(17) -0.0105(17) C6 0.037(2) 0.072(3) 0.041(2) 0.001(2) 0.0066(18) -0.009(2) C7 0.044(2) 0.054(3) 0.0251(18) 0.000(2) -0.0044(17) -0.024(2) C8 0.061(3) 0.057(3) 0.030(2) -0.002(2) -0.003(2) -0.034(2) C9 0.083(4) 0.087(4) 0.032(2) -0.004(3) -0.004(2) -0.049(3) C10 0.105(4) 0.120(5) 0.022(2) 0.008(3) -0.005(3) -0.060(4) C11 0.091(5) 0.114(5) 0.044(3) 0.037(3) -0.023(3) -0.032(4) C12 0.061(3) 0.079(4) 0.046(3) 0.024(3) -0.011(2) -0.022(3) C13 0.163(5) 0.031(3) 0.035(2) 0.009(2) 0.010(3) -0.024(3) C14 0.126(11) 0.021(4) 0.065(6) 0.007(4) 0.007(7) -0.012(6) C15 0.146(10) 0.022(4) 0.035(4) -0.003(3) 0.024(5) -0.033(5) C16 0.112(10) 0.046(5) 0.028(5) -0.001(4) 0.011(6) -0.050(6) C17 0.036(2) 0.046(2) 0.0355(19) -0.005(2) 0.0064(18) 0.010(2) C18 0.033(2) 0.046(3) 0.037(2) -0.0026(19) 0.0077(19) 0.0036(19) C19 0.035(2) 0.0211(19) 0.0245(18) 0.0010(16) 0.0051(17) 0.0036(17) C20 0.042(2) 0.026(2) 0.023(2) -0.0039(16) 0.0000(18) 0.0022(19) C21 0.037(2) 0.032(2) 0.0265(19) -0.0010(17) -0.0003(17) 0.0087(18) C22 0.041(3) 0.041(3) 0.039(2) -0.010(2) 0.0108(19) 0.008(2) C23 0.031(2) 0.045(3) 0.0146(15) -0.0041(17) -0.0016(15) -0.0021(18) C24 0.039(2) 0.067(3) 0.031(2) -0.001(2) -0.0032(18) -0.002(2) C25 0.048(3) 0.074(3) 0.039(2) 0.004(2) 0.005(2) -0.017(3) C26 0.058(3) 0.055(3) 0.032(2) 0.007(2) -0.003(2) -0.017(2) C27 0.058(3) 0.039(3) 0.024(2) -0.0044(18) -0.009(2) -0.003(2) C28 0.033(2) 0.045(2) 0.0218(19) -0.0060(18) 0.0020(17) -0.0033(19) C29 0.053(3) 0.043(3) 0.026(2) 0.0009(18) -0.013(2) 0.000(2) C30 0.047(5) 0.071(7) 0.061(5) -0.009(5) -0.008(4) -0.005(4) C31 0.080(6) 0.033(4) 0.026(4) -0.009(3) -0.007(4) 0.004(4) C32 0.062(5) 0.056(5) 0.027(4) 0.012(3) -0.023(3) -0.014(4) C31A 0.031(6) 0.071(9) 0.029(6) 0.010(6) -0.012(4) -0.017(5) C32A 0.054(8) 0.081(10) 0.022(6) -0.005(6) -0.008(5) 0.009(7) C30A 0.082(10) 0.045(7) 0.056(7) 0.013(6) -0.037(7) -0.023(6) N7 0.051(2) 0.0193(16) 0.0201(15) 0.0006(13) 0.0003(14) -0.0025(14) N8 0.052(2) 0.0218(17) 0.0196(15) 0.0001(13) 0.0043(14) -0.0021(14) N9 0.0315(17) 0.0188(15) 0.0233(15) -0.0014(12) -0.0029(14) -0.0046(14) C33 0.070(3) 0.024(2) 0.027(2) 0.0030(17) 0.003(2) 0.011(2) C34 0.075(3) 0.020(2) 0.028(2) -0.0055(17) -0.001(2) 0.004(2) C35 0.039(2) 0.0217(17) 0.0202(16) -0.0011(19) 0.0038(14) -0.004(2) C36 0.032(2) 0.022(2) 0.0263(19) 0.0018(15) 0.0042(17) -0.0053(16) C37 0.041(2) 0.021(2) 0.030(2) -0.0018(17) 0.0062(17) 0.0037(17) C38 0.050(3) 0.027(2) 0.052(3) -0.002(2) -0.003(2) 0.002(2) C39 0.050(3) 0.022(2) 0.0240(19) 0.0021(16) 0.0089(17) -0.0108(18) C40 0.052(3) 0.031(2) 0.0271(19) 0.0042(17) 0.0009(19) -0.010(2) C41 0.050(3) 0.054(3) 0.033(2) 0.011(2) -0.004(2) -0.024(2) C42 0.096(4) 0.060(3) 0.023(2) 0.003(2) -0.001(2) -0.048(3) C43 0.097(4) 0.047(3) 0.032(2) -0.009(2) 0.022(3) -0.037(3) C44 0.070(3) 0.036(2) 0.037(2) -0.0089(19) 0.019(2) -0.021(2) C45 0.059(3) 0.030(2) 0.0232(16) 0.000(2) 0.0123(17) -0.001(2) C46 0.100(4) 0.045(3) 0.033(2) 0.004(2) 0.024(2) 0.010(3) C47 0.075(3) 0.096(4) 0.031(2) 0.024(3) 0.010(2) 0.015(3) C48 0.104(4) 0.070(4) 0.039(3) -0.011(3) 0.033(3) -0.040(3) Cl10 0.0581(8) 0.0573(8) 0.0553(7) 0.0107(6) 0.0062(6) 0.0221(7) O11 0.099(3) 0.103(3) 0.078(3) -0.012(3) 0.008(2) -0.029(3) O12 0.114(4) 0.077(3) 0.119(3) -0.010(3) -0.034(3) 0.061(3) O13 0.112(3) 0.080(3) 0.119(3) 0.034(3) -0.068(3) -0.010(3) O14 0.141(4) 0.128(4) 0.094(3) -0.013(3) 0.058(3) 0.040(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N7 1.940(3) . ? Fe1 N4 1.942(3) . ? Fe1 N1 1.948(3) . ? Fe1 N3 1.974(3) . ? Fe1 N9 1.985(3) . ? Fe1 N6 1.989(3) . ? N1 C3 1.336(5) . ? N1 C1 1.359(5) . ? N2 C3 1.370(5) . ? N2 C2 1.384(6) . ? N2 C13 1.486(7) . ? N3 C4 1.294(5) . ? N3 C5 1.478(5) . ? N4 C19 1.347(4) . ? N4 C17 1.355(4) . ? N5 C19 1.346(5) . ? N5 C18 1.362(5) . ? N5 C29 1.499(5) . ? N6 C20 1.288(5) . ? N6 C21 1.485(5) . ? C1 C2 1.345(7) . ? C1 H1A 0.9500 . ? C2 H2A 0.9500 . ? C3 C4 1.420(6) . ? C4 H4A 0.9500 . ? C5 C6 1.522(5) . ? C5 C7 1.525(5) . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.390(6) . ? C7 C12 1.407(6) . ? C8 C9 1.392(6) . ? C8 H8A 0.9500 . ? C9 C10 1.395(8) . ? C9 H9A 0.9500 . ? C10 C11 1.327(8) . ? C10 H10A 0.9500 . ? C11 C12 1.374(7) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? C13 C14A 1.39(2) . ? C13 C16A 1.48(3) . ? C13 C15A 1.553(18) . ? C13 C16 1.587(16) . ? C13 C15 1.598(11) . ? C13 C14 1.621(11) . ? 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 . ? C14A H14D 0.9800 . ? C14A H14E 0.9800 . ? C14A H14F 0.9800 . ? C15A H15D 0.9800 . ? C15A H15E 0.9800 . ? C15A H15F 0.9800 . ? C16A H16D 0.9800 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C17 C18 1.351(5) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 C20 1.444(5) . ? C20 H20A 0.9500 . ? C21 C23 1.519(5) . ? C21 C22 1.521(5) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.391(5) . ? C23 C24 1.394(5) . ? C24 C25 1.380(6) . ? C24 H24A 0.9500 . ? C25 C26 1.367(6) . ? C25 H25A 0.9500 . ? C26 C27 1.370(6) . ? C26 H26A 0.9500 . ? C27 C28 1.391(6) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 C32A 1.377(12) . ? C29 C30 1.428(9) . ? C29 C30A 1.480(12) . ? C29 C31 1.485(8) . ? C29 C32 1.583(8) . ? C29 C31A 1.658(11) . ? 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 . ? C31A H31D 0.9800 . ? C31A H31E 0.9800 . ? C31A H31F 0.9800 . ? C32A H32D 0.9800 . ? C32A H32E 0.9800 . ? C32A H32F 0.9800 . ? C30A H30D 0.9800 . ? C30A H30E 0.9800 . ? C30A H30F 0.9800 . ? N7 C35 1.325(4) . ? N7 C33 1.367(5) . ? N8 C34 1.379(5) . ? N8 C35 1.389(4) . ? N8 C45 1.492(4) . ? N9 C36 1.287(4) . ? N9 C37 1.480(4) . ? C33 C34 1.361(5) . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? C35 C36 1.426(5) . ? C36 H36A 0.9500 . ? C37 C39 1.520(5) . ? C37 C38 1.538(5) . ? C37 H37A 1.0000 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.374(6) . ? C39 C44 1.410(5) . ? C40 C41 1.376(5) . ? C40 H40A 0.9500 . ? C41 C42 1.391(7) . ? C41 H41A 0.9500 . ? C42 C43 1.358(7) . ? C42 H42A 0.9500 . ? C43 C44 1.393(6) . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 C46 1.489(6) . ? C45 C47 1.503(6) . ? C45 C48 1.526(6) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? Cl10 O12 1.380(4) . ? Cl10 O13 1.399(4) . ? Cl10 O14 1.440(4) . ? Cl10 O11 1.444(4) . ? Cl20 O22 1.356(8) . ? Cl20 O23 1.401(9) . ? Cl20 O21 1.426(9) . ? Cl20 O24 1.489(12) . ? Cl2A O24A 1.296(13) . ? Cl2A O22A 1.476(12) . ? Cl2A O23A 1.478(14) . ? Cl2A O21A 1.491(13) . ? Cl2B O24B 1.337(12) . ? Cl2B O22B 1.401(13) . ? Cl2B O23B 1.414(10) . ? Cl2B O21B 1.480(14) . ? N101 C102 1.421(9) . ? C102 C103 1.109(10) . ? N201 C202 1.054(10) . ? C202 C203 1.459(13) . ? N301 C302 1.41(2) . ? C302 C303 1.25(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N7 Fe1 N4 89.39(12) . . ? N7 Fe1 N1 89.86(12) . . ? N4 Fe1 N1 91.00(14) . . ? N7 Fe1 N3 94.76(12) . . ? N4 Fe1 N3 171.08(12) . . ? N1 Fe1 N3 81.14(15) . . ? N7 Fe1 N9 80.47(12) . . ? N4 Fe1 N9 91.90(12) . . ? N1 Fe1 N9 169.88(11) . . ? N3 Fe1 N9 96.57(12) . . ? N7 Fe1 N6 169.43(13) . . ? N4 Fe1 N6 80.73(12) . . ? N1 Fe1 N6 94.05(12) . . ? N3 Fe1 N6 95.54(12) . . ? N9 Fe1 N6 95.99(12) . . ? C3 N1 C1 107.4(4) . . ? C3 N1 Fe1 113.1(3) . . ? C1 N1 Fe1 139.2(4) . . ? C3 N2 C2 105.0(4) . . ? C3 N2 C13 126.8(5) . . ? C2 N2 C13 128.0(4) . . ? C4 N3 C5 119.4(3) . . ? C4 N3 Fe1 114.6(3) . . ? C5 N3 Fe1 125.9(2) . . ? C19 N4 C17 105.8(3) . . ? C19 N4 Fe1 114.6(2) . . ? C17 N4 Fe1 139.3(3) . . ? C19 N5 C18 106.1(3) . . ? C19 N5 C29 128.0(3) . . ? C18 N5 C29 125.6(3) . . ? C20 N6 C21 118.4(3) . . ? C20 N6 Fe1 115.1(2) . . ? C21 N6 Fe1 126.4(2) . . ? C2 C1 N1 108.4(5) . . ? C2 C1 H1A 125.8 . . ? N1 C1 H1A 125.8 . . ? C1 C2 N2 108.8(4) . . ? C1 C2 H2A 125.6 . . ? N2 C2 H2A 125.6 . . ? N1 C3 N2 110.3(4) . . ? N1 C3 C4 116.0(4) . . ? N2 C3 C4 133.6(5) . . ? N3 C4 C3 114.9(4) . . ? N3 C4 H4A 122.6 . . ? C3 C4 H4A 122.6 . . ? N3 C5 C6 114.8(3) . . ? N3 C5 C7 111.0(3) . . ? C6 C5 C7 110.5(3) . . ? N3 C5 H5A 106.7 . . ? C6 C5 H5A 106.7 . . ? C7 C5 H5A 106.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 119.0(4) . . ? C8 C7 C5 123.2(4) . . ? C12 C7 C5 117.7(4) . . ? C7 C8 C9 120.0(5) . . ? C7 C8 H8A 120.0 . . ? C9 C8 H8A 120.0 . . ? C8 C9 C10 119.0(6) . . ? C8 C9 H9A 120.5 . . ? C10 C9 H9A 120.5 . . ? C11 C10 C9 120.9(5) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C10 C11 C12 121.8(6) . . ? C10 C11 H11A 119.1 . . ? C12 C11 H11A 119.1 . . ? C11 C12 C7 119.2(6) . . ? C11 C12 H12A 120.4 . . ? C7 C12 H12A 120.4 . . ? C14A C13 C16A 96.3(18) . . ? C14A C13 N2 126.9(10) . . ? C16A C13 N2 102.5(14) . . ? C14A C13 C15A 92.6(12) . . ? C16A C13 C15A 141.7(16) . . ? N2 C13 C15A 101.4(8) . . ? C14A C13 C16 99.9(11) . . ? C16A C13 C16 15.2(18) . . ? N2 C13 C16 110.9(5) . . ? C15A C13 C16 126.6(9) . . ? C14A C13 C15 103.6(10) . . ? C16A C13 C15 116.0(16) . . ? N2 C13 C15 111.3(4) . . ? C15A C13 C15 26.1(7) . . ? C16 C13 C15 100.8(8) . . ? C14A C13 C14 24.2(9) . . ? C16A C13 C14 106.7(16) . . ? N2 C13 C14 102.8(6) . . ? C15A C13 C14 96.6(8) . . ? C16 C13 C14 115.3(7) . . ? C15 C13 C14 116.0(6) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? C13 C14A H14D 109.5 . . ? C13 C14A H14E 109.5 . . ? H14D C14A H14E 109.5 . . ? C13 C14A H14F 109.5 . . ? H14D C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? C13 C15A H15D 109.5 . . ? C13 C15A H15E 109.5 . . ? H15D C15A H15E 109.5 . . ? C13 C15A H15F 109.5 . . ? H15D C15A H15F 109.5 . . ? H15E C15A H15F 109.5 . . ? C13 C16A H16D 109.5 . . ? C13 C16A H16E 109.5 . . ? H16D C16A H16E 109.5 . . ? C13 C16A H16F 109.5 . . ? H16D C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C18 C17 N4 109.0(3) . . ? C18 C17 H17A 125.5 . . ? N4 C17 H17A 125.5 . . ? C17 C18 N5 108.1(4) . . ? C17 C18 H18A 125.9 . . ? N5 C18 H18A 125.9 . . ? N5 C19 N4 110.8(3) . . ? N5 C19 C20 134.8(3) . . ? N4 C19 C20 114.3(3) . . ? N6 C20 C19 115.1(3) . . ? N6 C20 H20A 122.5 . . ? C19 C20 H20A 122.5 . . ? N6 C21 C23 111.1(3) . . ? N6 C21 C22 113.6(3) . . ? C23 C21 C22 110.9(3) . . ? N6 C21 H21A 107.0 . . ? C23 C21 H21A 107.0 . . ? C22 C21 H21A 107.0 . . ? 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 . . ? C28 C23 C24 117.7(4) . . ? C28 C23 C21 124.1(3) . . ? C24 C23 C21 118.2(4) . . ? C25 C24 C23 120.4(4) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C26 C25 C24 121.1(4) . . ? C26 C25 H25A 119.5 . . ? C24 C25 H25A 119.5 . . ? C25 C26 C27 119.9(4) . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C26 C27 C28 119.6(4) . . ? C26 C27 H27A 120.2 . . ? C28 C27 H27A 120.2 . . ? C23 C28 C27 121.3(4) . . ? C23 C28 H28A 119.3 . . ? C27 C28 H28A 119.3 . . ? C32A C29 C30 130.9(7) . . ? C32A C29 C30A 115.5(9) . . ? C30 C29 C30A 50.5(6) . . ? C32A C29 C31 41.2(6) . . ? C30 C29 C31 115.9(6) . . ? C30A C29 C31 142.6(6) . . ? C32A C29 N5 118.9(6) . . ? C30 C29 N5 109.5(4) . . ? C30A C29 N5 108.6(5) . . ? C31 C29 N5 108.8(4) . . ? C32A C29 C32 68.3(7) . . ? C30 C29 C32 109.1(5) . . ? C30A C29 C32 60.0(7) . . ? C31 C29 C32 109.4(5) . . ? N5 C29 C32 103.3(4) . . ? C32A C29 C31A 105.6(8) . . ? C30 C29 C31A 51.8(6) . . ? C30A C29 C31A 101.5(8) . . ? C31 C29 C31A 70.1(6) . . ? N5 C29 C31A 104.5(4) . . ? C32 C29 C31A 150.5(5) . . ? 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 . . ? C29 C31A H31D 109.5 . . ? C29 C31A H31E 109.5 . . ? H31D C31A H31E 109.5 . . ? C29 C31A H31F 109.5 . . ? H31D C31A H31F 109.5 . . ? H31E C31A H31F 109.5 . . ? C29 C32A H32D 109.5 . . ? C29 C32A H32E 109.5 . . ? H32D C32A H32E 109.5 . . ? C29 C32A H32F 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C29 C30A H30D 109.5 . . ? C29 C30A H30E 109.5 . . ? H30D C30A H30E 109.5 . . ? C29 C30A H30F 109.5 . . ? H30D C30A H30F 109.5 . . ? H30E C30A H30F 109.5 . . ? C35 N7 C33 107.1(3) . . ? C35 N7 Fe1 113.5(2) . . ? C33 N7 Fe1 139.1(2) . . ? C34 N8 C35 105.2(3) . . ? C34 N8 C45 126.8(3) . . ? C35 N8 C45 127.9(3) . . ? C36 N9 C37 118.1(3) . . ? C36 N9 Fe1 115.1(2) . . ? C37 N9 Fe1 126.7(2) . . ? C34 C33 N7 109.0(3) . . ? C34 C33 H33A 125.5 . . ? N7 C33 H33A 125.5 . . ? C33 C34 N8 108.0(3) . . ? C33 C34 H34A 126.0 . . ? N8 C34 H34A 126.0 . . ? N7 C35 N8 110.7(3) . . ? N7 C35 C36 116.3(3) . . ? N8 C35 C36 132.9(3) . . ? N9 C36 C35 113.9(3) . . ? N9 C36 H36A 123.1 . . ? C35 C36 H36A 123.1 . . ? N9 C37 C39 111.5(3) . . ? N9 C37 C38 113.9(3) . . ? C39 C37 C38 110.4(3) . . ? N9 C37 H37A 106.9 . . ? C39 C37 H37A 106.9 . . ? C38 C37 H37A 106.9 . . ? 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 . . ? C40 C39 C44 117.9(4) . . ? C40 C39 C37 124.7(3) . . ? C44 C39 C37 117.3(4) . . ? C39 C40 C41 122.3(4) . . ? C39 C40 H40A 118.8 . . ? C41 C40 H40A 118.8 . . ? C40 C41 C42 119.1(4) . . ? C40 C41 H41A 120.4 . . ? C42 C41 H41A 120.4 . . ? C43 C42 C41 120.0(4) . . ? C43 C42 H42A 120.0 . . ? C41 C42 H42A 120.0 . . ? C42 C43 C44 121.0(5) . . ? C42 C43 H43A 119.5 . . ? C44 C43 H43A 119.5 . . ? C43 C44 C39 119.5(4) . . ? C43 C44 H44A 120.2 . . ? C39 C44 H44A 120.2 . . ? C46 C45 N8 109.3(3) . . ? C46 C45 C47 110.2(4) . . ? N8 C45 C47 108.7(3) . . ? C46 C45 C48 109.1(4) . . ? N8 C45 C48 109.0(3) . . ? C47 C45 C48 110.5(4) . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C45 C47 H47A 109.5 . . ? C45 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C45 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C45 C48 H48A 109.5 . . ? C45 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C45 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? O12 Cl10 O13 113.4(3) . . ? O12 Cl10 O14 108.9(3) . . ? O13 Cl10 O14 108.5(3) . . ? O12 Cl10 O11 109.0(3) . . ? O13 Cl10 O11 111.4(3) . . ? O14 Cl10 O11 105.3(3) . . ? O22 Cl20 O23 109.8(6) . . ? O22 Cl20 O21 102.5(6) . . ? O23 Cl20 O21 114.4(7) . . ? O22 Cl20 O24 115.8(7) . . ? O23 Cl20 O24 90.9(8) . . ? O21 Cl20 O24 123.2(8) . . ? O24A Cl2A O22A 146.6(12) . . ? O24A Cl2A O23A 104.0(12) . . ? O22A Cl2A O23A 92.1(9) . . ? O24A Cl2A O21A 114.4(11) . . ? O22A Cl2A O21A 89.8(9) . . ? O23A Cl2A O21A 102.1(11) . . ? O24B Cl2B O22B 114.7(10) . . ? O24B Cl2B O23B 123.8(9) . . ? O22B Cl2B O23B 120.3(9) . . ? O24B Cl2B O21B 97.9(11) . . ? O22B Cl2B O21B 92.9(11) . . ? O23B Cl2B O21B 90.2(9) . . ? C103 C102 N101 176.4(8) . . ? N201 C202 C203 176.9(10) . . ? C303 C302 N301 111(2) . . ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.568 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.074 # Attachment '- af8.cif' data_af8 _database_code_depnum_ccdc_archive 'CCDC 821022' #TrackingRef '- af8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H42 Mn N6, 2(C2 N), 2(Cl O4)' _chemical_formula_sum 'C46 H48 Cl2 Mn N8 O8' _chemical_formula_weight 966.76 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 13.9695(2) _cell_length_b 17.3214(3) _cell_length_c 19.2264(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4652.23(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 17429 _cell_measurement_theta_min 3.10 _cell_measurement_theta_max 30.25 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2012 _exptl_absorpt_coefficient_mu 0.460 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of six sets of exposures with different \f angles for the crystal; each 65 s exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. The thermal parameters of O21 and O22 of one of the perchlorates were rather large. These were restrained using SIMU and ISOR to have similar thermal parameters to the rest of the perchlorate. There are two molecules of acetonitrile (crystalisation solvent) in the asymmetric unit. Both of these had rather large thermal parameters than expected for the nitrogen (shorter bond) so a model was developed where N7-C44 was modelled as diordered by 180 degrees taking up exactly the same position. This solvent was refined isotropically and the occupancy was fixed at 50:50 and EXYZ and EADP constraints were used for the outer atoms occupying the same positions. The other acetonitrile was disordered over two positions about the methyl group C46. This was also refined isotropically and the occupancy was fixed at 60:40. No hydrogens were located for these disordered solvent but were included in the formula to calculalte the correct density. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 54447 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0560 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 30.33 _reflns_number_total 12920 _reflns_number_gt 10859 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+2.6889P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 5709 Friedel pairs' _refine_ls_abs_structure_Flack 0.038(16) _chemical_absolute_configuration rmad _refine_ls_number_reflns 12920 _refine_ls_number_parameters 571 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0759 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.001 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 Mn1 Mn 0.76664(3) 0.71111(3) 0.79056(2) 0.01733(10) Uani 1 1 d . . . N1 N 0.82399(17) 0.78496(15) 0.70322(12) 0.0207(5) Uani 1 1 d . . . C1 C 0.9122(2) 0.7845(2) 0.67714(16) 0.0277(7) Uani 1 1 d . . . H1A H 0.9597 0.7534 0.6985 0.033 Uiso 1 1 calc R . . C2 C 0.9366(3) 0.8289(2) 0.61894(17) 0.0358(8) Uani 1 1 d . . . H2A H 0.9998 0.8269 0.6008 0.043 Uiso 1 1 calc R . . C3 C 0.8695(3) 0.8750(2) 0.58820(18) 0.0328(8) Uani 1 1 d . . . H3A H 0.8856 0.9054 0.5488 0.039 Uiso 1 1 calc R . . C4 C 0.7779(3) 0.87686(19) 0.61514(16) 0.0277(7) Uani 1 1 d . . . H4A H 0.7301 0.9088 0.5950 0.033 Uiso 1 1 calc R . . C5 C 0.7572(2) 0.83067(16) 0.67281(14) 0.0204(6) Uani 1 1 d . . . C6 C 0.6608(2) 0.82809(17) 0.70186(16) 0.0222(6) Uani 1 1 d . . . H6A H 0.6121 0.8598 0.6826 0.027 Uiso 1 1 calc R . . N2 N 0.64140(16) 0.78370(15) 0.75290(12) 0.0195(5) Uani 1 1 d . . . C7 C 0.5438(2) 0.78288(19) 0.78303(17) 0.0245(6) Uani 1 1 d . . . H7A H 0.5273 0.7279 0.7933 0.029 Uiso 1 1 calc R . . C8 C 0.4653(2) 0.8148(2) 0.73527(19) 0.0331(8) Uani 1 1 d . . . H8A H 0.4662 0.7868 0.6910 0.050 Uiso 1 1 calc R . . H8B H 0.4769 0.8698 0.7267 0.050 Uiso 1 1 calc R . . H8C H 0.4028 0.8082 0.7576 0.050 Uiso 1 1 calc R . . C9 C 0.5431(2) 0.8263(2) 0.85179(17) 0.0275(7) Uani 1 1 d . . . C10 C 0.4833(3) 0.8004(2) 0.9047(2) 0.0409(9) Uani 1 1 d . . . H10A H 0.4460 0.7551 0.8982 0.049 Uiso 1 1 calc R . . C11 C 0.4782(3) 0.8405(3) 0.9665(2) 0.0514(12) Uani 1 1 d . . . H11A H 0.4384 0.8217 1.0029 0.062 Uiso 1 1 calc R . . C12 C 0.5300(3) 0.9076(3) 0.9764(2) 0.0462(11) Uani 1 1 d . . . H12A H 0.5254 0.9351 1.0190 0.055 Uiso 1 1 calc R . . C13 C 0.5881(3) 0.9340(2) 0.92400(18) 0.0356(8) Uani 1 1 d . . . H13A H 0.6242 0.9800 0.9305 0.043 Uiso 1 1 calc R . . C14 C 0.5945(2) 0.8939(2) 0.86149(17) 0.0282(7) Uani 1 1 d . . . H14A H 0.6343 0.9130 0.8253 0.034 Uiso 1 1 calc R . . N3 N 0.90069(17) 0.63953(14) 0.80033(12) 0.0190(5) Uani 1 1 d . . . C15 C 0.9814(2) 0.65801(19) 0.83314(16) 0.0229(6) Uani 1 1 d . . . H15A H 0.9849 0.7064 0.8563 0.027 Uiso 1 1 calc R . . C16 C 1.0614(2) 0.60913(19) 0.83500(17) 0.0260(7) Uani 1 1 d . . . H16A H 1.1183 0.6245 0.8583 0.031 Uiso 1 1 calc R . . C17 C 1.0560(2) 0.5386(2) 0.80242(18) 0.0301(7) Uani 1 1 d . . . H17A H 1.1090 0.5042 0.8029 0.036 Uiso 1 1 calc R . . C18 C 0.9711(2) 0.51843(19) 0.76853(17) 0.0265(7) Uani 1 1 d . . . H18A H 0.9652 0.4698 0.7460 0.032 Uiso 1 1 calc R . . C19 C 0.8962(2) 0.57003(18) 0.76822(15) 0.0211(6) Uani 1 1 d . . . C20 C 0.8079(2) 0.55293(18) 0.73067(15) 0.0215(6) Uani 1 1 d . . . H20A H 0.8017 0.5048 0.7074 0.026 Uiso 1 1 calc R . . N4 N 0.73905(18) 0.60090(14) 0.72843(12) 0.0192(5) Uani 1 1 d . . . C21 C 0.6504(2) 0.58049(19) 0.68997(17) 0.0278(7) Uani 1 1 d . . . H21A H 0.5958 0.5861 0.7232 0.033 Uiso 1 1 calc R . . C22 C 0.6465(3) 0.49787(19) 0.66077(19) 0.0309(7) Uani 1 1 d . . . H22A H 0.6607 0.4609 0.6980 0.046 Uiso 1 1 calc R . . H22B H 0.6938 0.4923 0.6235 0.046 Uiso 1 1 calc R . . H22C H 0.5824 0.4877 0.6422 0.046 Uiso 1 1 calc R . . C23 C 0.6340(3) 0.63762(19) 0.63154(17) 0.0308(8) Uani 1 1 d . . . C24 C 0.7104(3) 0.6680(2) 0.59351(17) 0.0346(8) Uani 1 1 d . . . H24A H 0.7742 0.6542 0.6054 0.042 Uiso 1 1 calc R . . C25 C 0.6942(4) 0.7181(2) 0.53868(19) 0.0470(10) Uani 1 1 d . . . H25A H 0.7466 0.7399 0.5140 0.056 Uiso 1 1 calc R . . C26 C 0.6023(4) 0.7360(2) 0.5201(2) 0.0553(13) Uani 1 1 d . . . H26A H 0.5910 0.7699 0.4822 0.066 Uiso 1 1 calc R . . C27 C 0.5258(4) 0.7051(3) 0.5562(2) 0.0581(14) Uani 1 1 d . . . H27A H 0.4622 0.7175 0.5427 0.070 Uiso 1 1 calc R . . C28 C 0.5416(3) 0.6561(2) 0.6123(2) 0.0430(10) Uani 1 1 d . . . H28A H 0.4889 0.6353 0.6373 0.052 Uiso 1 1 calc R . . N5 N 0.81513(18) 0.80112(15) 0.86992(13) 0.0207(5) Uani 1 1 d . . . C29 C 0.8676(2) 0.8648(2) 0.85896(17) 0.0282(7) Uani 1 1 d . . . H29A H 0.8960 0.8724 0.8146 0.034 Uiso 1 1 calc R . . C30 C 0.8817(3) 0.9196(2) 0.91003(19) 0.0337(8) Uani 1 1 d . . . H30A H 0.9182 0.9647 0.9004 0.040 Uiso 1 1 calc R . . C31 C 0.8426(2) 0.9087(2) 0.97495(18) 0.0309(8) Uani 1 1 d . . . H31A H 0.8525 0.9457 1.0107 0.037 Uiso 1 1 calc R . . C32 C 0.7888(2) 0.84316(19) 0.98771(16) 0.0253(7) Uani 1 1 d . . . H32A H 0.7617 0.8340 1.0322 0.030 Uiso 1 1 calc R . . C33 C 0.7757(2) 0.79118(19) 0.93372(14) 0.0215(6) Uani 1 1 d . . . C34 C 0.7142(2) 0.72274(18) 0.94269(15) 0.0218(6) Uani 1 1 d . . . H34A H 0.6859 0.7122 0.9866 0.026 Uiso 1 1 calc R . . N6 N 0.69908(18) 0.67815(15) 0.89197(13) 0.0214(5) Uani 1 1 d . . . C35 C 0.6369(2) 0.60895(18) 0.90077(16) 0.0235(6) Uani 1 1 d . . . H35A H 0.5926 0.6074 0.8600 0.028 Uiso 1 1 calc R . . C36 C 0.5752(3) 0.6092(2) 0.9658(2) 0.0389(9) Uani 1 1 d . . . H36A H 0.5370 0.6567 0.9672 0.058 Uiso 1 1 calc R . . H36B H 0.6163 0.6068 1.0071 0.058 Uiso 1 1 calc R . . H36C H 0.5324 0.5644 0.9652 0.058 Uiso 1 1 calc R . . C37 C 0.6989(2) 0.53739(19) 0.89691(16) 0.0243(6) Uani 1 1 d . . . C38 C 0.6738(2) 0.47761(19) 0.85250(18) 0.0283(7) Uani 1 1 d . . . H38A H 0.6183 0.4824 0.8242 0.034 Uiso 1 1 calc R . . C39 C 0.7286(3) 0.4109(2) 0.8489(2) 0.0350(8) Uani 1 1 d . . . H39A H 0.7122 0.3711 0.8170 0.042 Uiso 1 1 calc R . . C40 C 0.8070(3) 0.4028(2) 0.8918(2) 0.0389(9) Uani 1 1 d . . . H40A H 0.8438 0.3568 0.8901 0.047 Uiso 1 1 calc R . . C41 C 0.8324(3) 0.4605(2) 0.9368(2) 0.0403(9) Uani 1 1 d . . . H41A H 0.8862 0.4543 0.9665 0.048 Uiso 1 1 calc R . . C42 C 0.7792(2) 0.5280(2) 0.93890(18) 0.0313(8) Uani 1 1 d . . . H42A H 0.7978 0.5684 0.9694 0.038 Uiso 1 1 calc R . . Cl20 Cl 0.37253(5) 0.54626(4) 0.81964(4) 0.02734(17) Uani 1 1 d U . . O21 O 0.4386(3) 0.5891(3) 0.7797(3) 0.0950(13) Uani 1 1 d U . . O22 O 0.3126(3) 0.5963(3) 0.85753(19) 0.0898(13) Uani 1 1 d U . . O23 O 0.3097(2) 0.50587(18) 0.77307(17) 0.0597(9) Uani 1 1 d U . . O24 O 0.42018(19) 0.49402(15) 0.86651(16) 0.0435(7) Uani 1 1 d U . . Cl10 Cl 1.14760(6) 0.82917(5) 0.83839(4) 0.02791(17) Uani 1 1 d . . . O11 O 1.1308(2) 0.90630(15) 0.86358(15) 0.0442(7) Uani 1 1 d . . . O12 O 1.24355(19) 0.82231(18) 0.81423(16) 0.0514(7) Uani 1 1 d . . . O13 O 1.08246(19) 0.81358(18) 0.78220(14) 0.0482(7) Uani 1 1 d . . . O14 O 1.13052(19) 0.77485(14) 0.89413(12) 0.0363(6) Uani 1 1 d . . . N7 N 0.9261(5) 0.6016(4) 0.4960(3) 0.0863(17) Uiso 0.50 1 d PD A 1 C43 C 0.9624(8) 0.6105(7) 0.5521(5) 0.046(3) Uiso 0.50 1 d PD A 1 C44 C 1.0027(3) 0.6209(2) 0.6171(2) 0.0481(9) Uiso 0.50 1 d PD A 1 N7A N 1.0027(3) 0.6209(2) 0.6171(2) 0.0481(9) Uiso 0.50 1 d PD B 2 C43A C 0.9718(6) 0.6103(5) 0.5708(4) 0.0211(16) Uiso 0.50 1 d PD B 2 C44A C 0.9261(5) 0.6016(4) 0.4960(3) 0.0863(17) Uiso 0.50 1 d PD B 2 N8 N 1.2757(6) 0.6229(5) 0.5731(4) 0.072(2) Uiso 0.60 1 d PD C 1 C45 C 1.2519(5) 0.6434(5) 0.6278(3) 0.0406(17) Uiso 0.60 1 d PD C 1 C46 C 1.2205(3) 0.6722(3) 0.6955(2) 0.0542(11) Uiso 0.60 1 d PD C 1 N8A N 1.3068(10) 0.6763(9) 0.5797(7) 0.086(4) Uiso 0.40 1 d PD D 2 C45A C 1.2664(9) 0.6739(8) 0.6330(5) 0.048(3) Uiso 0.40 1 d PD D 2 C46A C 1.2205(3) 0.6722(3) 0.6955(2) 0.0542(11) Uiso 0.40 1 d PD D 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 Mn1 0.01343(18) 0.0222(2) 0.01640(18) -0.00193(18) 0.00107(16) 0.00048(17) N1 0.0185(11) 0.0263(13) 0.0171(11) -0.0050(11) -0.0001(9) -0.0020(10) C1 0.0210(14) 0.0409(18) 0.0213(14) -0.0063(15) 0.0006(12) -0.0013(14) C2 0.0233(17) 0.061(2) 0.0232(16) -0.0012(17) 0.0072(13) -0.0082(17) C3 0.0359(19) 0.0378(19) 0.0248(16) 0.0027(15) 0.0078(14) -0.0109(16) C4 0.0328(18) 0.0279(16) 0.0224(14) 0.0020(13) -0.0031(13) -0.0011(14) C5 0.0204(14) 0.0202(13) 0.0207(13) -0.0066(12) -0.0007(11) -0.0039(11) C6 0.0201(14) 0.0216(14) 0.0249(15) -0.0032(13) -0.0008(12) 0.0021(11) N2 0.0140(11) 0.0212(12) 0.0233(12) -0.0065(10) 0.0023(9) -0.0004(10) C7 0.0143(13) 0.0275(15) 0.0318(16) 0.0010(15) 0.0071(12) 0.0018(12) C8 0.0172(15) 0.043(2) 0.0386(19) -0.0071(16) -0.0005(13) 0.0030(14) C9 0.0194(15) 0.0355(18) 0.0275(16) 0.0060(14) 0.0067(12) 0.0103(13) C10 0.038(2) 0.043(2) 0.042(2) 0.0069(18) 0.0180(16) 0.0113(17) C11 0.053(3) 0.070(3) 0.032(2) 0.010(2) 0.0184(18) 0.023(2) C12 0.046(2) 0.069(3) 0.0237(18) -0.0044(19) 0.0025(16) 0.027(2) C13 0.0286(18) 0.047(2) 0.0308(18) -0.0101(16) -0.0058(14) 0.0155(16) C14 0.0220(16) 0.0388(19) 0.0237(15) -0.0029(14) -0.0016(12) 0.0112(14) N3 0.0179(12) 0.0230(12) 0.0160(12) 0.0016(10) 0.0020(9) -0.0002(9) C15 0.0170(14) 0.0289(16) 0.0227(14) 0.0057(13) 0.0004(11) -0.0028(12) C16 0.0175(14) 0.0307(17) 0.0297(16) 0.0105(14) -0.0051(12) -0.0004(12) C17 0.0202(15) 0.0313(17) 0.039(2) 0.0104(15) -0.0026(13) 0.0052(13) C18 0.0275(17) 0.0242(16) 0.0278(16) -0.0011(13) -0.0009(13) 0.0046(13) C19 0.0180(14) 0.0254(15) 0.0201(14) 0.0057(12) 0.0032(11) -0.0001(11) C20 0.0221(15) 0.0203(14) 0.0222(14) -0.0025(12) 0.0013(11) -0.0008(12) N4 0.0175(11) 0.0239(12) 0.0162(10) -0.0012(9) -0.0006(9) 0.0001(10) C21 0.0227(16) 0.0336(17) 0.0270(16) -0.0056(14) -0.0086(13) 0.0017(13) C22 0.0275(17) 0.0299(17) 0.0354(18) -0.0052(15) -0.0101(14) -0.0031(14) C23 0.039(2) 0.0251(16) 0.0283(16) -0.0110(14) -0.0147(15) 0.0075(14) C24 0.048(2) 0.0293(17) 0.0263(16) -0.0053(15) -0.0108(15) -0.0010(16) C25 0.083(3) 0.029(2) 0.0286(18) -0.0029(16) -0.0150(19) 0.000(2) C26 0.098(4) 0.033(2) 0.035(2) -0.0041(18) -0.028(2) 0.015(2) C27 0.068(3) 0.057(3) 0.049(2) -0.013(2) -0.034(2) 0.029(3) C28 0.043(2) 0.044(2) 0.042(2) -0.0143(19) -0.0171(18) 0.0134(18) N5 0.0176(12) 0.0257(13) 0.0189(12) -0.0024(11) -0.0014(9) 0.0002(10) C29 0.0239(16) 0.0350(17) 0.0256(15) -0.0041(14) 0.0004(13) -0.0057(14) C30 0.0280(18) 0.0374(19) 0.0357(19) -0.0053(16) -0.0027(15) -0.0111(15) C31 0.0251(17) 0.0383(19) 0.0292(17) -0.0157(15) -0.0063(13) 0.0017(14) C32 0.0194(15) 0.0348(17) 0.0218(14) -0.0078(13) -0.0023(11) 0.0040(12) C33 0.0151(13) 0.0297(14) 0.0197(13) -0.0031(13) -0.0008(11) 0.0037(13) C34 0.0174(14) 0.0281(16) 0.0200(13) 0.0009(12) 0.0034(11) 0.0027(11) N6 0.0165(12) 0.0282(13) 0.0194(12) 0.0007(11) -0.0003(10) -0.0017(10) C35 0.0218(15) 0.0277(15) 0.0210(14) -0.0026(12) 0.0011(12) -0.0049(13) C36 0.0304(19) 0.046(2) 0.041(2) -0.0071(18) 0.0153(16) -0.0118(16) C37 0.0230(15) 0.0279(16) 0.0219(14) 0.0042(13) 0.0023(12) -0.0065(12) C38 0.0274(17) 0.0285(17) 0.0289(17) 0.0052(14) -0.0063(13) -0.0031(13) C39 0.0353(19) 0.0295(17) 0.0403(19) 0.0027(15) -0.0049(17) -0.0043(15) C40 0.0323(19) 0.0281(18) 0.056(2) 0.0103(18) -0.0067(18) 0.0008(15) C41 0.0293(19) 0.043(2) 0.048(2) 0.0155(19) -0.0154(16) -0.0055(16) C42 0.0306(18) 0.0329(17) 0.0304(16) 0.0080(14) -0.0097(14) -0.0119(14) Cl20 0.0245(4) 0.0261(4) 0.0314(4) -0.0077(3) 0.0036(3) -0.0021(3) O21 0.064(2) 0.121(3) 0.100(3) 0.035(2) -0.006(2) -0.038(2) O22 0.111(3) 0.108(3) 0.0512(18) -0.0213(19) -0.0083(18) 0.065(2) O23 0.064(2) 0.0443(17) 0.071(2) 0.0010(16) -0.0294(17) -0.0091(15) O24 0.0344(15) 0.0347(14) 0.0613(18) -0.0068(13) -0.0156(13) 0.0017(11) Cl10 0.0235(4) 0.0355(4) 0.0247(4) 0.0064(3) -0.0005(3) -0.0051(3) O11 0.0520(17) 0.0328(13) 0.0478(16) 0.0098(12) 0.0154(14) -0.0004(12) O12 0.0284(14) 0.0668(18) 0.0591(17) -0.0125(15) 0.0093(13) -0.0026(13) O13 0.0408(15) 0.069(2) 0.0346(14) 0.0217(14) -0.0152(12) -0.0164(13) O14 0.0505(16) 0.0329(13) 0.0257(11) 0.0060(10) -0.0076(11) -0.0051(11) _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 Mn1 N6 2.240(2) . ? Mn1 N3 2.254(2) . ? Mn1 N1 2.258(3) . ? Mn1 N2 2.273(2) . ? Mn1 N5 2.284(3) . ? Mn1 N4 2.285(2) . ? N1 C1 1.330(4) . ? N1 C5 1.356(4) . ? C1 C2 1.399(5) . ? C1 H1A 0.9500 . ? C2 C3 1.367(5) . ? C2 H2A 0.9500 . ? C3 C4 1.380(5) . ? C3 H3A 0.9500 . ? C4 C5 1.398(4) . ? C4 H4A 0.9500 . ? C5 C6 1.458(4) . ? C6 N2 1.276(4) . ? C6 H6A 0.9500 . ? N2 C7 1.482(4) . ? C7 C9 1.521(5) . ? C7 C8 1.532(5) . ? C7 H7A 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.388(5) . ? C9 C10 1.389(5) . ? C10 C11 1.378(6) . ? C10 H10A 0.9500 . ? C11 C12 1.383(7) . ? C11 H11A 0.9500 . ? C12 C13 1.373(6) . ? C12 H12A 0.9500 . ? C13 C14 1.391(5) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? N3 C15 1.331(4) . ? N3 C19 1.354(4) . ? C15 C16 1.403(4) . ? C15 H15A 0.9500 . ? C16 C17 1.375(5) . ? C16 H16A 0.9500 . ? C17 C18 1.397(5) . ? C17 H17A 0.9500 . ? C18 C19 1.376(4) . ? C18 H18A 0.9500 . ? C19 C20 1.460(4) . ? C20 N4 1.272(4) . ? C20 H20A 0.9500 . ? N4 C21 1.485(4) . ? C21 C23 1.515(5) . ? C21 C22 1.538(5) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.381(5) . ? C23 C24 1.397(5) . ? C24 C25 1.383(5) . ? C24 H24A 0.9500 . ? C25 C26 1.369(7) . ? C25 H25A 0.9500 . ? C26 C27 1.382(8) . ? C26 H26A 0.9500 . ? C27 C28 1.390(6) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? N5 C29 1.341(4) . ? N5 C33 1.356(4) . ? C29 C30 1.381(5) . ? C29 H29A 0.9500 . ? C30 C31 1.376(5) . ? C30 H30A 0.9500 . ? C31 C32 1.383(5) . ? C31 H31A 0.9500 . ? C32 C33 1.386(4) . ? C32 H32A 0.9500 . ? C33 C34 1.474(4) . ? C34 N6 1.262(4) . ? C34 H34A 0.9500 . ? N6 C35 1.490(4) . ? C35 C37 1.514(5) . ? C35 C36 1.519(5) . ? C35 H35A 1.0000 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.387(5) . ? C37 C42 1.391(5) . ? C38 C39 1.388(5) . ? C38 H38A 0.9500 . ? C39 C40 1.378(5) . ? C39 H39A 0.9500 . ? C40 C41 1.369(6) . ? C40 H40A 0.9500 . ? C41 C42 1.386(5) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? Cl20 O22 1.408(4) . ? Cl20 O21 1.412(4) . ? Cl20 O23 1.436(3) . ? Cl20 O24 1.440(3) . ? Cl10 O12 1.424(3) . ? Cl10 O13 1.438(3) . ? Cl10 O11 1.440(3) . ? Cl10 O14 1.446(2) . ? N7 C43 1.203(10) . ? C43 C44 1.382(10) . ? N8 C45 1.160(8) . ? C45 C46 1.460(8) . ? N8A C45A 1.171(12) . ? 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 N6 Mn1 N3 97.89(9) . . ? N6 Mn1 N1 160.25(10) . . ? N3 Mn1 N1 94.52(9) . . ? N6 Mn1 N2 95.39(9) . . ? N3 Mn1 N2 166.04(8) . . ? N1 Mn1 N2 73.91(9) . . ? N6 Mn1 N5 73.59(9) . . ? N3 Mn1 N5 94.21(9) . . ? N1 Mn1 N5 90.28(9) . . ? N2 Mn1 N5 93.64(9) . . ? N6 Mn1 N4 99.85(9) . . ? N3 Mn1 N4 73.98(9) . . ? N1 Mn1 N4 98.31(9) . . ? N2 Mn1 N4 99.55(9) . . ? N5 Mn1 N4 165.83(9) . . ? C1 N1 C5 118.5(3) . . ? C1 N1 Mn1 127.3(2) . . ? C5 N1 Mn1 114.04(18) . . ? N1 C1 C2 121.6(3) . . ? N1 C1 H1A 119.2 . . ? C2 C1 H1A 119.2 . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C3 C4 C5 118.4(3) . . ? C3 C4 H4A 120.8 . . ? C5 C4 H4A 120.8 . . ? N1 C5 C4 122.3(3) . . ? N1 C5 C6 116.9(3) . . ? C4 C5 C6 120.8(3) . . ? N2 C6 C5 120.6(3) . . ? N2 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? C6 N2 C7 120.2(3) . . ? C6 N2 Mn1 114.49(19) . . ? C7 N2 Mn1 125.35(19) . . ? N2 C7 C9 109.9(2) . . ? N2 C7 C8 114.8(3) . . ? C9 C7 C8 109.8(3) . . ? N2 C7 H7A 107.3 . . ? C9 C7 H7A 107.3 . . ? C8 C7 H7A 107.3 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 119.0(3) . . ? C14 C9 C7 122.1(3) . . ? C10 C9 C7 118.7(3) . . ? C11 C10 C9 120.0(4) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.9(4) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C13 C12 C11 119.3(4) . . ? C13 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? C12 C13 C14 120.3(4) . . ? C12 C13 H13A 119.8 . . ? C14 C13 H13A 119.8 . . ? C9 C14 C13 120.3(3) . . ? C9 C14 H14A 119.8 . . ? C13 C14 H14A 119.8 . . ? C15 N3 C19 118.0(3) . . ? C15 N3 Mn1 127.7(2) . . ? C19 N3 Mn1 114.38(19) . . ? N3 C15 C16 122.8(3) . . ? N3 C15 H15A 118.6 . . ? C16 C15 H15A 118.6 . . ? C17 C16 C15 118.7(3) . . ? C17 C16 H16A 120.6 . . ? C15 C16 H16A 120.6 . . ? C16 C17 C18 118.8(3) . . ? C16 C17 H17A 120.6 . . ? C18 C17 H17A 120.6 . . ? C19 C18 C17 119.0(3) . . ? C19 C18 H18A 120.5 . . ? C17 C18 H18A 120.5 . . ? N3 C19 C18 122.7(3) . . ? N3 C19 C20 116.4(3) . . ? C18 C19 C20 120.9(3) . . ? N4 C20 C19 121.6(3) . . ? N4 C20 H20A 119.2 . . ? C19 C20 H20A 119.2 . . ? C20 N4 C21 119.5(3) . . ? C20 N4 Mn1 113.6(2) . . ? C21 N4 Mn1 126.87(19) . . ? N4 C21 C23 109.9(3) . . ? N4 C21 C22 115.7(3) . . ? C23 C21 C22 109.4(3) . . ? N4 C21 H21A 107.2 . . ? C23 C21 H21A 107.2 . . ? C22 C21 H21A 107.2 . . ? 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 . . ? C28 C23 C24 119.1(3) . . ? C28 C23 C21 119.4(4) . . ? C24 C23 C21 121.3(3) . . ? C25 C24 C23 120.7(4) . . ? C25 C24 H24A 119.7 . . ? C23 C24 H24A 119.7 . . ? C26 C25 C24 119.6(5) . . ? C26 C25 H25A 120.2 . . ? C24 C25 H25A 120.2 . . ? C25 C26 C27 120.4(4) . . ? C25 C26 H26A 119.8 . . ? C27 C26 H26A 119.8 . . ? C26 C27 C28 120.3(4) . . ? C26 C27 H27A 119.9 . . ? C28 C27 H27A 119.9 . . ? C23 C28 C27 119.8(4) . . ? C23 C28 H28A 120.1 . . ? C27 C28 H28A 120.1 . . ? C29 N5 C33 118.0(3) . . ? C29 N5 Mn1 128.2(2) . . ? C33 N5 Mn1 113.4(2) . . ? N5 C29 C30 122.2(3) . . ? N5 C29 H29A 118.9 . . ? C30 C29 H29A 118.9 . . ? C31 C30 C29 119.5(3) . . ? C31 C30 H30A 120.2 . . ? C29 C30 H30A 120.2 . . ? C30 C31 C32 119.4(3) . . ? C30 C31 H31A 120.3 . . ? C32 C31 H31A 120.3 . . ? C31 C32 C33 118.2(3) . . ? C31 C32 H32A 120.9 . . ? C33 C32 H32A 120.9 . . ? N5 C33 C32 122.8(3) . . ? N5 C33 C34 116.4(3) . . ? C32 C33 C34 120.8(3) . . ? N6 C34 C33 120.0(3) . . ? N6 C34 H34A 120.0 . . ? C33 C34 H34A 120.0 . . ? C34 N6 C35 120.2(3) . . ? C34 N6 Mn1 116.5(2) . . ? C35 N6 Mn1 123.33(18) . . ? N6 C35 C37 108.7(2) . . ? N6 C35 C36 114.9(3) . . ? C37 C35 C36 111.6(3) . . ? N6 C35 H35A 107.1 . . ? C37 C35 H35A 107.1 . . ? C36 C35 H35A 107.1 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 C42 118.3(3) . . ? C38 C37 C35 119.8(3) . . ? C42 C37 C35 121.9(3) . . ? C37 C38 C39 120.8(3) . . ? C37 C38 H38A 119.6 . . ? C39 C38 H38A 119.6 . . ? C40 C39 C38 119.5(3) . . ? C40 C39 H39A 120.2 . . ? C38 C39 H39A 120.2 . . ? C41 C40 C39 120.7(4) . . ? C41 C40 H40A 119.6 . . ? C39 C40 H40A 119.6 . . ? C40 C41 C42 119.7(3) . . ? C40 C41 H41A 120.2 . . ? C42 C41 H41A 120.2 . . ? C41 C42 C37 120.9(3) . . ? C41 C42 H42A 119.5 . . ? C37 C42 H42A 119.5 . . ? O22 Cl20 O21 110.2(3) . . ? O22 Cl20 O23 105.0(3) . . ? O21 Cl20 O23 108.4(2) . . ? O22 Cl20 O24 109.7(2) . . ? O21 Cl20 O24 111.6(2) . . ? O23 Cl20 O24 111.50(17) . . ? O12 Cl10 O13 109.57(18) . . ? O12 Cl10 O11 109.92(18) . . ? O13 Cl10 O11 108.89(19) . . ? O12 Cl10 O14 110.05(18) . . ? O13 Cl10 O14 109.28(16) . . ? O11 Cl10 O14 109.11(15) . . ? N7 C43 C44 179.1(11) . . ? N8 C45 C46 177.7(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1A O13 0.95 2.57 3.161(4) 120.5 . C15 H15A O14 0.95 2.46 3.132(4) 127.3 . C29 H29A O13 0.95 2.87 3.460(5) 121.7 . C6 H6A O24 0.95 2.55 3.357(4) 142.9 4_656 C20 H20A O11 0.95 2.38 3.235(4) 149.7 4_746 C34 H34A O14 0.95 2.43 3.348(4) 162.5 3_467 C7 H7A O21 1.00 2.72 3.664(5) 158.3 . C21 H21A O21 1.00 2.45 3.429(6) 165.8 . C35 H35A O21 1.00 2.67 3.635(5) 163.2 . _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.661 _refine_diff_density_min -0.470 _refine_diff_density_rms 0.072 # Attachment '- ds1.cif' data_ds1 _database_code_depnum_ccdc_archive 'CCDC 821023' #TrackingRef '- ds1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H53 Cl2 N7 O10 Zn' _chemical_formula_weight 1024.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.12947(12) _cell_length_b 13.37998(12) _cell_length_c 15.44345(15) _cell_angle_alpha 90.00 _cell_angle_beta 103.3800(10) _cell_angle_gamma 90.00 _cell_volume 2438.32(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 33287 _cell_measurement_theta_min 3.30 _cell_measurement_theta_max 70.91 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 2.245 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.43 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of four sets of exposures with different \f angles for the crystal; low angles were recorded with a 2 s exposure and high angles with an 8 s exposure covering 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. C39 and C40 in a benezene ring had elongated elipsoids and were refined with a SIMU restraint to give similar thermal parameters to other atoms in the ring. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 49726 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 71.05 _reflns_number_total 9264 _reflns_number_gt 9080 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1050P)^2^+0.7053P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 4358' _refine_ls_abs_structure_Flack 0.007(14) _chemical_absolute_configuration rmad _refine_ls_number_reflns 9264 _refine_ls_number_parameters 615 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.049 _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 Zn1 Zn 0.69806(3) 0.34862(3) 0.31992(2) 0.02129(11) Uani 1 1 d . . . N1 N 0.6857(2) 0.30212(19) 0.45091(16) 0.0243(5) Uani 1 1 d . . . C1 C 0.7586(3) 0.2492(2) 0.5111(2) 0.0299(6) Uani 1 1 d . . . H1A H 0.8229 0.2212 0.4948 0.036 Uiso 1 1 calc R . . C2 C 0.7450(3) 0.2328(3) 0.5974(2) 0.0350(7) Uani 1 1 d . . . H2A H 0.7986 0.1943 0.6386 0.042 Uiso 1 1 calc R . . C3 C 0.6521(3) 0.2737(3) 0.6214(2) 0.0327(7) Uani 1 1 d . . . H3A H 0.6414 0.2645 0.6799 0.039 Uiso 1 1 calc R . . C4 C 0.5745(3) 0.3284(2) 0.5592(2) 0.0302(7) Uani 1 1 d . . . H4A H 0.5089 0.3559 0.5739 0.036 Uiso 1 1 calc R . . C5 C 0.5948(2) 0.3419(2) 0.47581(19) 0.0255(5) Uani 1 1 d . . . C6 C 0.5170(3) 0.4013(2) 0.4072(2) 0.0267(6) Uani 1 1 d . . . H6A H 0.4501 0.4293 0.4194 0.032 Uiso 1 1 calc R . . N2 N 0.54006(19) 0.41474(18) 0.33210(16) 0.0227(5) Uani 1 1 d . . . C7 C 0.4584(2) 0.4694(2) 0.2608(2) 0.0262(6) Uani 1 1 d . . . H7A H 0.5041 0.5103 0.2276 0.031 Uiso 1 1 calc R . . N7 N 0.9984(4) 0.8499(6) 0.2989(4) 0.0964(18) Uani 1 1 d . . . C8 C 0.3802(3) 0.5405(3) 0.2943(2) 0.0351(7) Uani 1 1 d . . . H8A H 0.4255 0.5878 0.3365 0.053 Uiso 1 1 calc R . . H8B H 0.3308 0.5024 0.3242 0.053 Uiso 1 1 calc R . . H8C H 0.3338 0.5773 0.2440 0.053 Uiso 1 1 calc R . . C9 C 0.3915(2) 0.3952(2) 0.1956(2) 0.0261(6) Uani 1 1 d . . . C10 C 0.3636(3) 0.4183(3) 0.1057(2) 0.0334(7) Uani 1 1 d . . . H10A H 0.3896 0.4793 0.0860 0.040 Uiso 1 1 calc R . . C11 C 0.2982(3) 0.3539(4) 0.0437(2) 0.0407(7) Uani 1 1 d . . . H11A H 0.2800 0.3710 -0.0176 0.049 Uiso 1 1 calc R . . C12 C 0.2598(3) 0.2648(3) 0.0717(2) 0.0405(8) Uani 1 1 d . . . H12A H 0.2167 0.2197 0.0296 0.049 Uiso 1 1 calc R . . C13 C 0.2851(3) 0.2418(3) 0.1623(3) 0.0380(7) Uani 1 1 d . . . H13A H 0.2572 0.1817 0.1822 0.046 Uiso 1 1 calc R . . C14 C 0.3501(3) 0.3058(3) 0.2229(2) 0.0303(6) Uani 1 1 d . . . H14A H 0.3672 0.2891 0.2843 0.036 Uiso 1 1 calc R . . N3 N 0.8599(2) 0.27620(19) 0.32482(16) 0.0240(5) Uani 1 1 d . . . C15 C 0.8805(3) 0.1831(2) 0.3007(2) 0.0271(6) Uani 1 1 d . . . H15A H 0.8186 0.1382 0.2838 0.033 Uiso 1 1 calc R . . C16 C 0.9884(3) 0.1494(3) 0.2995(2) 0.0317(7) Uani 1 1 d . . . H16A H 0.9998 0.0825 0.2827 0.038 Uiso 1 1 calc R . . C17 C 1.0787(3) 0.2143(3) 0.3228(2) 0.0332(7) Uani 1 1 d . . . H17A H 1.1533 0.1930 0.3223 0.040 Uiso 1 1 calc R . . C18 C 1.0584(3) 0.3114(3) 0.3469(2) 0.0304(6) Uani 1 1 d . . . H18A H 1.1188 0.3580 0.3627 0.037 Uiso 1 1 calc R . . C19 C 0.9485(2) 0.3390(3) 0.34755(18) 0.0247(5) Uani 1 1 d . . . C20 C 0.9224(2) 0.4409(2) 0.37433(19) 0.0260(6) Uani 1 1 d . . . H20A H 0.9824 0.4871 0.3942 0.031 Uiso 1 1 calc R . . N4 N 0.8212(2) 0.46742(19) 0.37107(16) 0.0238(5) Uani 1 1 d . . . C21 C 0.7975(3) 0.5686(2) 0.4008(2) 0.0290(6) Uani 1 1 d . . . H21A H 0.7368 0.5988 0.3529 0.035 Uiso 1 1 calc R . . C22 C 0.8989(3) 0.6404(3) 0.4185(3) 0.0369(7) Uani 1 1 d . . . H22A H 0.9288 0.6458 0.3650 0.055 Uiso 1 1 calc R . . H22B H 0.9582 0.6147 0.4678 0.055 Uiso 1 1 calc R . . H22C H 0.8746 0.7064 0.4342 0.055 Uiso 1 1 calc R . . C23 C 0.7514(3) 0.5605(2) 0.4841(2) 0.0286(6) Uani 1 1 d . . . C24 C 0.6575(3) 0.6169(3) 0.4913(2) 0.0342(7) Uani 1 1 d . . . H24A H 0.6201 0.6576 0.4429 0.041 Uiso 1 1 calc R . . C25 C 0.6181(3) 0.6138(3) 0.5688(3) 0.0409(8) Uani 1 1 d . . . H25A H 0.5534 0.6518 0.5728 0.049 Uiso 1 1 calc R . . C26 C 0.6727(3) 0.5557(3) 0.6404(3) 0.0398(8) Uani 1 1 d . . . H26A H 0.6457 0.5537 0.6935 0.048 Uiso 1 1 calc R . . C27 C 0.7677(3) 0.5003(3) 0.6335(2) 0.0341(7) Uani 1 1 d . . . H27A H 0.8061 0.4607 0.6822 0.041 Uiso 1 1 calc R . . C28 C 0.8063(3) 0.5029(2) 0.5559(2) 0.0292(6) Uani 1 1 d . . . H28A H 0.8710 0.4648 0.5518 0.035 Uiso 1 1 calc R . . N5 N 0.61447(19) 0.21919(18) 0.25136(16) 0.0230(5) Uani 1 1 d . . . C29 C 0.5924(3) 0.1338(2) 0.2882(2) 0.0259(6) Uani 1 1 d . . . H29A H 0.6042 0.1302 0.3511 0.031 Uiso 1 1 calc R . . C30 C 0.5525(3) 0.0495(3) 0.2376(2) 0.0316(7) Uani 1 1 d . . . H30A H 0.5379 -0.0108 0.2654 0.038 Uiso 1 1 calc R . . C31 C 0.5349(3) 0.0554(3) 0.1471(2) 0.0368(7) Uani 1 1 d . . . H31A H 0.5087 -0.0014 0.1112 0.044 Uiso 1 1 calc R . . C32 C 0.5555(3) 0.1450(3) 0.1076(2) 0.0343(7) Uani 1 1 d . . . H32A H 0.5420 0.1511 0.0447 0.041 Uiso 1 1 calc R . . C33 C 0.5965(2) 0.2249(2) 0.1628(2) 0.0257(6) Uani 1 1 d . . . C34 C 0.6263(2) 0.3205(2) 0.12648(19) 0.0261(6) Uani 1 1 d . . . H34A H 0.6076 0.3319 0.0641 0.031 Uiso 1 1 calc R . . N6 N 0.6774(2) 0.38764(19) 0.17942(16) 0.0231(5) Uani 1 1 d . . . C35 C 0.7128(3) 0.4825(2) 0.1456(2) 0.0275(6) Uani 1 1 d . . . H35A H 0.6976 0.5369 0.1856 0.033 Uiso 1 1 calc R . . C36 C 0.6497(3) 0.5093(3) 0.0510(2) 0.0371(8) Uani 1 1 d . . . H36A H 0.5680 0.5101 0.0474 0.056 Uiso 1 1 calc R . . H36B H 0.6668 0.4596 0.0094 0.056 Uiso 1 1 calc R . . H36C H 0.6740 0.5755 0.0356 0.056 Uiso 1 1 calc R . . C37 C 0.8400(3) 0.4811(3) 0.1523(2) 0.0320(7) Uani 1 1 d . . . C38 C 0.9038(4) 0.5661(4) 0.1783(3) 0.0510(10) Uani 1 1 d U . . H38A H 0.8688 0.6246 0.1942 0.061 Uiso 1 1 calc R . . C39 C 1.0215(4) 0.5657(5) 0.1811(3) 0.0678(14) Uani 1 1 d U . . H39A H 1.0657 0.6238 0.1994 0.081 Uiso 1 1 calc R . . C40 C 1.0722(3) 0.4795(5) 0.1568(3) 0.0635(12) Uani 1 1 d U . . H40A H 1.1512 0.4786 0.1591 0.076 Uiso 1 1 calc R . . C41 C 1.0088(3) 0.3984(5) 0.1302(3) 0.0567(11) Uani 1 1 d U . . H41A H 1.0430 0.3406 0.1121 0.068 Uiso 1 1 calc R . . C42 C 0.8934(3) 0.3976(3) 0.1285(2) 0.0390(8) Uani 1 1 d . . . H42A H 0.8506 0.3386 0.1108 0.047 Uiso 1 1 calc R . . C43 C 0.9031(4) 0.8555(4) 0.2759(3) 0.0601(11) Uani 1 1 d . . . C44 C 0.7823(5) 0.8605(6) 0.2476(4) 0.0763(16) Uani 1 1 d . . . H44A H 0.7527 0.7952 0.2244 0.114 Uiso 1 1 calc R . . H44C H 0.7611 0.9110 0.2007 0.114 Uiso 1 1 calc R . . H44B H 0.7504 0.8787 0.2982 0.114 Uiso 1 1 calc R . . C45 C -0.1537(7) 1.0977(6) 0.0536(5) 0.098(2) Uani 1 1 d . . . H45C H -0.1705 1.1657 0.0703 0.148 Uiso 1 1 calc R . . H45A H -0.1825 1.0494 0.0908 0.148 Uiso 1 1 calc R . . H45B H -0.1902 1.0860 -0.0091 0.148 Uiso 1 1 calc R . . C46 C -0.0308(8) 1.0855(5) 0.0669(4) 0.088(2) Uani 1 1 d . . . H46A H -0.0070 1.1041 0.0119 0.105 Uiso 1 1 calc R . . H46B H 0.0089 1.1298 0.1156 0.105 Uiso 1 1 calc R . . O1 O -0.0021(4) 0.9853(4) 0.0887(3) 0.0794(11) Uani 1 1 d . . . C47 C 0.1099(5) 0.9601(6) 0.1033(4) 0.0761(17) Uani 1 1 d . . . O2 O 0.1887(8) 1.0127(7) 0.1036(7) 0.172(4) Uani 1 1 d . . . C48 C 0.1297(6) 0.8506(7) 0.1189(4) 0.0888(18) Uani 1 1 d . . . H48C H 0.2080 0.8344 0.1173 0.133 Uiso 1 1 calc R . . H48A H 0.0775 0.8129 0.0724 0.133 Uiso 1 1 calc R . . H48B H 0.1167 0.8327 0.1772 0.133 Uiso 1 1 calc R . . Cl10 Cl 0.74979(7) 0.97622(6) 0.47901(6) 0.03647(18) Uani 1 1 d . . . O11 O 0.8096(2) 1.0068(2) 0.56556(19) 0.0427(6) Uani 1 1 d . . . O12 O 0.8027(3) 1.0221(3) 0.4147(2) 0.0576(8) Uani 1 1 d . . . O13 O 0.6344(2) 1.0101(3) 0.4649(2) 0.0522(8) Uani 1 1 d . . . O14 O 0.7506(4) 0.8705(2) 0.4732(2) 0.0661(10) Uani 1 1 d . . . Cl20 Cl 0.49302(8) 0.74734(6) 0.15156(5) 0.03831(19) Uani 1 1 d . . . O21 O 0.4491(4) 0.8175(3) 0.2033(3) 0.0752(11) Uani 1 1 d . . . O22 O 0.5407(3) 0.8003(3) 0.0888(2) 0.0609(9) Uani 1 1 d . . . O23 O 0.5773(4) 0.6897(3) 0.2110(3) 0.0863(13) Uani 1 1 d . . . O24 O 0.4042(4) 0.6826(3) 0.1056(2) 0.0729(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02073(17) 0.01878(18) 0.02214(18) -0.00030(14) 0.00043(12) 0.00118(14) N1 0.0298(12) 0.0214(12) 0.0200(11) 0.0000(9) 0.0020(9) -0.0009(10) C1 0.0362(16) 0.0222(15) 0.0285(15) 0.0005(12) 0.0018(12) 0.0033(12) C2 0.0494(19) 0.0223(16) 0.0291(15) 0.0044(12) 0.0005(13) 0.0029(14) C3 0.0496(19) 0.0214(15) 0.0272(15) -0.0015(12) 0.0092(13) -0.0069(13) C4 0.0379(16) 0.0232(17) 0.0300(14) -0.0056(11) 0.0088(12) -0.0081(12) C5 0.0282(13) 0.0196(13) 0.0277(13) -0.0046(12) 0.0048(10) -0.0037(12) C6 0.0255(13) 0.0229(15) 0.0300(15) -0.0039(11) 0.0028(11) -0.0022(11) N2 0.0183(10) 0.0199(12) 0.0278(12) -0.0031(9) 0.0007(9) 0.0013(9) C7 0.0256(13) 0.0212(14) 0.0289(14) 0.0016(11) 0.0006(11) 0.0056(11) N7 0.047(2) 0.120(5) 0.116(4) 0.033(4) 0.007(2) -0.005(3) C8 0.0312(16) 0.0319(17) 0.0387(17) -0.0058(14) 0.0013(13) 0.0084(13) C9 0.0195(13) 0.0257(15) 0.0317(15) -0.0032(12) 0.0027(11) 0.0038(11) C10 0.0297(15) 0.0353(18) 0.0341(16) 0.0025(13) 0.0052(12) 0.0039(13) C11 0.0328(15) 0.054(2) 0.0306(15) -0.0030(17) -0.0017(12) 0.0038(17) C12 0.0322(16) 0.044(2) 0.0398(18) -0.0155(16) -0.0023(13) 0.0053(14) C13 0.0293(15) 0.0334(18) 0.0465(19) -0.0059(15) -0.0009(13) -0.0012(13) C14 0.0259(14) 0.0294(16) 0.0322(15) 0.0012(12) 0.0001(11) 0.0009(12) N3 0.0229(11) 0.0221(12) 0.0246(11) 0.0010(9) 0.0003(9) 0.0021(9) C15 0.0289(14) 0.0209(14) 0.0300(15) 0.0003(11) 0.0036(11) 0.0032(11) C16 0.0312(16) 0.0279(16) 0.0346(16) -0.0035(13) 0.0048(12) 0.0035(12) C17 0.0245(14) 0.0344(18) 0.0375(17) -0.0024(14) 0.0003(12) 0.0081(13) C18 0.0266(14) 0.0294(16) 0.0329(15) -0.0034(12) 0.0019(11) -0.0003(12) C19 0.0245(12) 0.0251(15) 0.0210(12) -0.0025(11) -0.0018(9) 0.0013(12) C20 0.0266(14) 0.0227(15) 0.0255(14) -0.0027(11) -0.0001(11) -0.0038(11) N4 0.0263(11) 0.0188(12) 0.0230(11) -0.0023(9) -0.0012(9) -0.0001(9) C21 0.0378(16) 0.0176(14) 0.0296(15) -0.0045(11) 0.0040(12) 0.0018(12) C22 0.0478(19) 0.0213(15) 0.0432(19) -0.0057(13) 0.0138(15) -0.0082(13) C23 0.0298(15) 0.0207(15) 0.0343(16) -0.0071(12) 0.0054(12) -0.0040(11) C24 0.0265(15) 0.0273(16) 0.0463(19) -0.0105(14) 0.0031(13) -0.0006(12) C25 0.0314(17) 0.0315(18) 0.061(2) -0.0122(16) 0.0131(16) -0.0031(13) C26 0.0443(19) 0.0339(19) 0.046(2) -0.0209(15) 0.0202(15) -0.0164(15) C27 0.0380(17) 0.0277(17) 0.0345(16) -0.0070(13) 0.0041(13) -0.0120(13) C28 0.0268(14) 0.0238(15) 0.0345(15) -0.0083(12) 0.0018(12) -0.0044(11) N5 0.0213(10) 0.0203(12) 0.0251(11) 0.0006(10) 0.0005(8) -0.0002(9) C29 0.0243(13) 0.0249(15) 0.0263(14) 0.0006(11) 0.0010(10) 0.0002(11) C30 0.0341(15) 0.0237(16) 0.0340(16) 0.0016(12) 0.0019(12) -0.0032(12) C31 0.0427(18) 0.0281(18) 0.0347(17) -0.0058(13) -0.0014(13) -0.0093(14) C32 0.0393(18) 0.0311(17) 0.0282(15) -0.0033(13) -0.0008(13) -0.0056(13) C33 0.0232(12) 0.0256(15) 0.0255(13) -0.0011(11) 0.0001(10) -0.0003(11) C34 0.0261(13) 0.0288(16) 0.0214(13) 0.0018(11) 0.0011(11) 0.0021(11) N6 0.0212(11) 0.0230(12) 0.0243(11) 0.0038(9) 0.0038(9) 0.0024(9) C35 0.0306(15) 0.0243(15) 0.0272(14) 0.0059(12) 0.0057(12) -0.0005(12) C36 0.0280(15) 0.040(2) 0.0412(18) 0.0204(15) 0.0034(13) 0.0039(13) C37 0.0295(15) 0.0402(18) 0.0240(14) 0.0077(13) 0.0015(11) -0.0047(13) C38 0.051(2) 0.063(3) 0.0394(19) -0.0071(18) 0.0125(16) -0.026(2) C39 0.050(2) 0.103(4) 0.046(2) 0.005(2) 0.0019(18) -0.044(2) C40 0.0298(18) 0.113(4) 0.045(2) 0.013(2) 0.0029(15) -0.007(2) C41 0.0324(18) 0.092(3) 0.046(2) 0.023(2) 0.0108(15) 0.016(2) C42 0.0304(16) 0.049(2) 0.0359(17) 0.0082(15) 0.0048(13) 0.0068(15) C43 0.058(3) 0.054(3) 0.064(3) 0.003(2) 0.006(2) -0.008(2) C44 0.065(3) 0.092(5) 0.065(3) -0.008(3) 0.000(2) 0.023(3) C45 0.115(6) 0.083(5) 0.083(4) -0.026(4) -0.007(4) 0.011(4) C46 0.155(7) 0.061(4) 0.044(3) -0.016(2) 0.017(3) -0.013(4) O1 0.097(3) 0.076(3) 0.065(2) -0.005(2) 0.017(2) -0.026(2) C47 0.074(3) 0.098(5) 0.060(3) -0.022(3) 0.023(3) -0.026(3) O2 0.179(8) 0.161(8) 0.200(9) -0.057(6) 0.093(7) -0.082(7) C48 0.092(4) 0.098(5) 0.080(4) -0.009(4) 0.026(3) -0.007(4) Cl10 0.0373(4) 0.0314(4) 0.0377(4) 0.0101(3) 0.0025(3) 0.0012(3) O11 0.0357(12) 0.0348(14) 0.0507(15) -0.0016(11) -0.0042(11) 0.0093(10) O12 0.0528(17) 0.061(2) 0.0650(19) 0.0248(16) 0.0251(15) 0.0157(15) O13 0.0308(12) 0.068(2) 0.0530(16) 0.0310(15) 0.0005(11) -0.0040(12) O14 0.095(3) 0.0335(17) 0.0547(18) 0.0025(13) -0.0139(17) 0.0020(15) Cl20 0.0543(5) 0.0292(4) 0.0321(4) -0.0037(3) 0.0114(3) -0.0078(3) O21 0.103(3) 0.053(2) 0.087(3) -0.0191(18) 0.057(2) -0.0126(19) O22 0.073(2) 0.071(2) 0.0398(15) -0.0017(15) 0.0166(14) -0.0281(17) O23 0.078(3) 0.054(2) 0.113(3) 0.022(2) -0.006(2) -0.002(2) O24 0.086(3) 0.075(3) 0.0551(19) -0.0139(18) 0.0111(17) -0.044(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.155(2) . ? Zn1 N5 2.157(2) . ? Zn1 N2 2.158(2) . ? Zn1 N3 2.175(2) . ? Zn1 N6 2.189(2) . ? Zn1 N4 2.199(2) . ? N1 C1 1.330(4) . ? N1 C5 1.358(4) . ? C1 C2 1.397(5) . ? C1 H1A 0.9500 . ? C2 C3 1.378(5) . ? C2 H2A 0.9500 . ? C3 C4 1.388(5) . ? C3 H3A 0.9500 . ? C4 C5 1.378(4) . ? C4 H4A 0.9500 . ? C5 C6 1.477(4) . ? C6 N2 1.268(4) . ? C6 H6A 0.9500 . ? N2 C7 1.491(4) . ? C7 C9 1.510(4) . ? C7 C8 1.517(4) . ? C7 H7A 1.0000 . ? N7 C43 1.131(7) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.386(5) . ? C9 C14 1.399(5) . ? C10 C11 1.391(5) . ? C10 H10A 0.9500 . ? C11 C12 1.385(6) . ? C11 H11A 0.9500 . ? C12 C13 1.395(6) . ? C12 H12A 0.9500 . ? C13 C14 1.375(5) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? N3 C15 1.340(4) . ? N3 C19 1.345(4) . ? C15 C16 1.389(5) . ? C15 H15A 0.9500 . ? C16 C17 1.379(5) . ? C16 H16A 0.9500 . ? C17 C18 1.390(5) . ? C17 H17A 0.9500 . ? C18 C19 1.386(4) . ? C18 H18A 0.9500 . ? C19 C20 1.480(4) . ? C20 N4 1.267(4) . ? C20 H20A 0.9500 . ? N4 C21 1.479(4) . ? C21 C23 1.521(5) . ? C21 C22 1.534(5) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.388(5) . ? C23 C24 1.393(4) . ? C24 C25 1.388(6) . ? C24 H24A 0.9500 . ? C25 C26 1.389(6) . ? C25 H25A 0.9500 . ? C26 C27 1.395(5) . ? C26 H26A 0.9500 . ? C27 C28 1.384(5) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? N5 C29 1.331(4) . ? N5 C33 1.336(4) . ? C29 C30 1.394(5) . ? C29 H29A 0.9500 . ? C30 C31 1.367(5) . ? C30 H30A 0.9500 . ? C31 C32 1.394(5) . ? C31 H31A 0.9500 . ? C32 C33 1.386(5) . ? C32 H32A 0.9500 . ? C33 C34 1.474(4) . ? C34 N6 1.275(4) . ? C34 H34A 0.9500 . ? N6 C35 1.474(4) . ? C35 C37 1.522(4) . ? C35 C36 1.526(4) . ? C35 H35A 1.0000 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.382(6) . ? C37 C42 1.382(5) . ? C38 C39 1.418(7) . ? C38 H38A 0.9500 . ? C39 C40 1.398(9) . ? C39 H39A 0.9500 . ? C40 C41 1.338(9) . ? C40 H40A 0.9500 . ? C41 C42 1.395(5) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? C43 C44 1.430(7) . ? C44 H44A 0.9800 . ? C44 H44C 0.9800 . ? C44 H44B 0.9800 . ? C45 C46 1.466(11) . ? C45 H45C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C46 O1 1.406(9) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? O1 C47 1.367(8) . ? C47 O2 1.186(9) . ? C47 C48 1.495(12) . ? C48 H48C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? Cl10 O14 1.418(3) . ? Cl10 O11 1.425(3) . ? Cl10 O12 1.439(3) . ? Cl10 O13 1.440(3) . ? Cl20 O21 1.414(4) . ? Cl20 O22 1.427(3) . ? Cl20 O23 1.431(4) . ? Cl20 O24 1.435(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N5 95.86(10) . . ? N1 Zn1 N2 77.32(10) . . ? N5 Zn1 N2 92.63(9) . . ? N1 Zn1 N3 95.57(9) . . ? N5 Zn1 N3 88.70(9) . . ? N2 Zn1 N3 172.85(9) . . ? N1 Zn1 N6 169.31(9) . . ? N5 Zn1 N6 76.81(10) . . ? N2 Zn1 N6 95.07(9) . . ? N3 Zn1 N6 92.07(9) . . ? N1 Zn1 N4 93.47(9) . . ? N5 Zn1 N4 163.71(9) . . ? N2 Zn1 N4 102.44(9) . . ? N3 Zn1 N4 77.11(9) . . ? N6 Zn1 N4 95.52(9) . . ? C1 N1 C5 117.6(3) . . ? C1 N1 Zn1 129.1(2) . . ? C5 N1 Zn1 112.98(19) . . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C3 C2 C1 118.6(3) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C2 C3 C4 119.3(3) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? C5 C4 C3 118.4(3) . . ? C5 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 . . ? N1 C5 C4 123.1(3) . . ? N1 C5 C6 115.7(2) . . ? C4 C5 C6 121.2(3) . . ? N2 C6 C5 119.5(3) . . ? N2 C6 H6A 120.3 . . ? C5 C6 H6A 120.3 . . ? C6 N2 C7 119.7(2) . . ? C6 N2 Zn1 114.2(2) . . ? C7 N2 Zn1 126.00(18) . . ? N2 C7 C9 109.4(2) . . ? N2 C7 C8 114.6(3) . . ? C9 C7 C8 110.9(2) . . ? N2 C7 H7A 107.2 . . ? C9 C7 H7A 107.2 . . ? C8 C7 H7A 107.2 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C14 118.1(3) . . ? C10 C9 C7 119.3(3) . . ? C14 C9 C7 122.5(3) . . ? C9 C10 C11 121.3(3) . . ? C9 C10 H10A 119.4 . . ? C11 C10 H10A 119.4 . . ? C12 C11 C10 119.9(3) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C11 C12 C13 119.4(3) . . ? C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? C14 C13 C12 120.2(4) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C9 121.2(3) . . ? C13 C14 H14A 119.4 . . ? C9 C14 H14A 119.4 . . ? C15 N3 C19 117.6(3) . . ? C15 N3 Zn1 129.0(2) . . ? C19 N3 Zn1 113.0(2) . . ? N3 C15 C16 122.9(3) . . ? N3 C15 H15A 118.5 . . ? C16 C15 H15A 118.5 . . ? C17 C16 C15 119.1(3) . . ? C17 C16 H16A 120.5 . . ? C15 C16 H16A 120.5 . . ? C16 C17 C18 118.6(3) . . ? C16 C17 H17A 120.7 . . ? C18 C17 H17A 120.7 . . ? C19 C18 C17 118.8(3) . . ? C19 C18 H18A 120.6 . . ? C17 C18 H18A 120.6 . . ? N3 C19 C18 122.9(3) . . ? N3 C19 C20 116.0(2) . . ? C18 C19 C20 121.0(3) . . ? N4 C20 C19 121.0(3) . . ? N4 C20 H20A 119.5 . . ? C19 C20 H20A 119.5 . . ? C20 N4 C21 120.0(3) . . ? C20 N4 Zn1 112.5(2) . . ? C21 N4 Zn1 127.48(19) . . ? N4 C21 C23 109.4(3) . . ? N4 C21 C22 115.0(3) . . ? C23 C21 C22 109.3(3) . . ? N4 C21 H21A 107.6 . . ? C23 C21 H21A 107.6 . . ? C22 C21 H21A 107.6 . . ? 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 . . ? C28 C23 C24 119.1(3) . . ? C28 C23 C21 121.0(3) . . ? C24 C23 C21 119.7(3) . . ? C25 C24 C23 120.2(3) . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C24 C25 C26 120.5(3) . . ? C24 C25 H25A 119.7 . . ? C26 C25 H25A 119.7 . . ? C25 C26 C27 119.1(3) . . ? C25 C26 H26A 120.5 . . ? C27 C26 H26A 120.5 . . ? C28 C27 C26 120.3(3) . . ? C28 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? C27 C28 C23 120.7(3) . . ? C27 C28 H28A 119.7 . . ? C23 C28 H28A 119.7 . . ? C29 N5 C33 119.0(3) . . ? C29 N5 Zn1 126.7(2) . . ? C33 N5 Zn1 113.8(2) . . ? N5 C29 C30 122.2(3) . . ? N5 C29 H29A 118.9 . . ? C30 C29 H29A 118.9 . . ? C31 C30 C29 118.6(3) . . ? C31 C30 H30A 120.7 . . ? C29 C30 H30A 120.7 . . ? C30 C31 C32 119.7(3) . . ? C30 C31 H31A 120.2 . . ? C32 C31 H31A 120.2 . . ? C33 C32 C31 118.0(3) . . ? C33 C32 H32A 121.0 . . ? C31 C32 H32A 121.0 . . ? N5 C33 C32 122.4(3) . . ? N5 C33 C34 116.3(3) . . ? C32 C33 C34 121.3(3) . . ? N6 C34 C33 119.5(3) . . ? N6 C34 H34A 120.2 . . ? C33 C34 H34A 120.2 . . ? C34 N6 C35 121.2(3) . . ? C34 N6 Zn1 113.2(2) . . ? C35 N6 Zn1 125.53(19) . . ? N6 C35 C37 109.8(3) . . ? N6 C35 C36 114.8(3) . . ? C37 C35 C36 110.1(3) . . ? N6 C35 H35A 107.3 . . ? C37 C35 H35A 107.3 . . ? C36 C35 H35A 107.3 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 C42 118.5(3) . . ? C38 C37 C35 120.0(4) . . ? C42 C37 C35 121.5(3) . . ? C37 C38 C39 119.9(5) . . ? C37 C38 H38A 120.1 . . ? C39 C38 H38A 120.1 . . ? C40 C39 C38 119.8(5) . . ? C40 C39 H39A 120.1 . . ? C38 C39 H39A 120.1 . . ? C41 C40 C39 119.6(4) . . ? C41 C40 H40A 120.2 . . ? C39 C40 H40A 120.2 . . ? C40 C41 C42 121.0(5) . . ? C40 C41 H41A 119.5 . . ? C42 C41 H41A 119.5 . . ? C37 C42 C41 121.3(4) . . ? C37 C42 H42A 119.4 . . ? C41 C42 H42A 119.4 . . ? N7 C43 C44 178.7(7) . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? H44C C44 H44B 109.5 . . ? C46 C45 H45C 109.5 . . ? C46 C45 H45A 109.5 . . ? H45C C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? H45C C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? O1 C46 C45 109.1(6) . . ? O1 C46 H46A 109.9 . . ? C45 C46 H46A 109.9 . . ? O1 C46 H46B 109.9 . . ? C45 C46 H46B 109.9 . . ? H46A C46 H46B 108.3 . . ? C47 O1 C46 117.1(6) . . ? O2 C47 O1 128.6(9) . . ? O2 C47 C48 118.8(8) . . ? O1 C47 C48 112.7(5) . . ? C47 C48 H48C 109.5 . . ? C47 C48 H48A 109.5 . . ? H48C C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48C C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? O14 Cl10 O11 109.66(17) . . ? O14 Cl10 O12 111.8(2) . . ? O11 Cl10 O12 108.3(2) . . ? O14 Cl10 O13 109.0(2) . . ? O11 Cl10 O13 108.51(19) . . ? O12 Cl10 O13 109.57(17) . . ? O21 Cl20 O22 108.6(2) . . ? O21 Cl20 O23 107.6(3) . . ? O22 Cl20 O23 111.2(3) . . ? O21 Cl20 O24 110.0(3) . . ? O22 Cl20 O24 109.8(2) . . ? O23 Cl20 O24 109.6(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C7 H7A O23 1.00 2.59 3.446(5) 143.2 . C21 H21A O23 1.00 2.84 3.837(5) 175.7 . C35 H35A O23 1.00 2.59 3.490(6) 149.2 . C1 H1A O11 0.95 3.09 3.371(4) 99.1 1_545 C15 H15A O12 0.95 2.59 3.065(4) 111.2 1_545 C29 H29A O13 0.95 2.35 3.131(4) 139.6 1_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 71.05 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.115 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.082 # Attachment '- ds_s1.cif' data_ds_s1 _database_code_depnum_ccdc_archive 'CCDC 821024' #TrackingRef '- ds_s1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H53 Cl2 N7 Ni O10' _chemical_formula_weight 1017.58 _chemical_absolute_configuration syn 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.1724(3) _cell_length_b 13.3579(2) _cell_length_c 15.4379(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.8310(10) _cell_angle_gamma 90.00 _cell_volume 2437.38(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 20698 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.572 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8702 _exptl_absorpt_correction_T_max 0.8942 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; The selected crystal was attached to a glass fibre with perfluoro oil and cooled to 120K. The temperature was controlled using the Oxford Cryosystem Cryostream. The crystal-to-detector distance was 31.00 mm. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius Roper CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28903 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0665 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.50 _reflns_number_total 11043 _reflns_number_gt 9499 _reflns_threshold_expression >2\s(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'WINGX (Farrugia, 1999)' _computing_publication_material 'WINGX (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0733P)^2^+0.5834P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.044(11) _refine_ls_number_reflns 11043 _refine_ls_number_parameters 613 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1258 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.012 _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 Cl1 Cl 0.75548(8) 0.71469(7) 0.01969(6) 0.0331(2) Uani 1 1 d . . . Cl2 Cl 1.01056(10) -0.06079(7) 0.34957(6) 0.0398(2) Uani 1 1 d . . . O2 O 0.8692(2) 0.6766(3) 0.0315(2) 0.0457(8) Uani 1 1 d . . . O3 O 0.6903(3) 0.6855(2) -0.0672(2) 0.0504(8) Uani 1 1 d . . . O1 O 0.7039(3) 0.6700(3) 0.0850(3) 0.0634(11) Uani 1 1 d . . . O5 O 0.9680(3) -0.1210(3) 0.4105(2) 0.0520(9) Uani 1 1 d . . . O4 O 0.7567(4) 0.8205(2) 0.0259(2) 0.0691(12) Uani 1 1 d . . . O6 O 1.0522(4) -0.1248(3) 0.2911(3) 0.0805(14) Uani 1 1 d . . . O9 O 0.4947(4) 0.2083(3) 0.5881(3) 0.0773(12) Uani 1 1 d . . . O8 O 1.0955(4) 0.0058(3) 0.3967(3) 0.0794(14) Uani 1 1 d . . . C44 C 0.6019(5) -0.1662(5) 0.2245(4) 0.0678(14) Uani 1 1 d . . . O7 O 0.9216(4) -0.0019(4) 0.2960(4) 0.0924(15) Uani 1 1 d . . . N7 N 0.5076(5) -0.1535(7) 0.2029(6) 0.129(3) Uani 1 1 d . . . C43 C 0.7200(6) -0.1735(7) 0.2556(5) 0.097(2) Uani 1 1 d . . . H43A H 0.7481 -0.1162 0.2941 0.146 Uiso 1 1 calc R . . H43B H 0.7551 -0.1737 0.2047 0.146 Uiso 1 1 calc R . . H43C H 0.7390 -0.2357 0.2895 0.146 Uiso 1 1 calc R . . C45 C 0.3468(7) 0.0914(5) 0.5491(5) 0.084(2) Uani 1 1 d . . . H45A H 0.3264 0.0216 0.5334 0.126 Uiso 1 1 calc R . . H45B H 0.3091 0.1352 0.5000 0.126 Uiso 1 1 calc R . . H45C H 0.3226 0.1094 0.6032 0.126 Uiso 1 1 calc R . . C46 C 0.4698(8) 0.1035(5) 0.5649(4) 0.092(3) Uani 1 1 d . . . H46A H 0.5091 0.0595 0.6142 0.110 Uiso 1 1 calc R . . H46B H 0.4954 0.0859 0.5105 0.110 Uiso 1 1 calc R . . C48 C 0.6261(7) 0.3448(7) 0.6183(5) 0.094(2) Uani 1 1 d . . . H48A H 0.5528 0.3773 0.6144 0.141 Uiso 1 1 calc R . . H48B H 0.6617 0.3736 0.5734 0.141 Uiso 1 1 calc R . . H48C H 0.6750 0.3556 0.6779 0.141 Uiso 1 1 calc R . . O10 O 0.6921(8) 0.1817(8) 0.6043(6) 0.186(4) Uani 1 1 d . . . C47 C 0.6086(6) 0.2344(6) 0.6017(4) 0.0723(17) Uani 1 1 d . . . Ni1 Ni 0.80292(3) 0.34210(3) 0.18140(2) 0.01561(10) Uani 1 1 d . . . N4 N 0.8213(2) 0.3006(2) 0.31646(18) 0.0182(6) Uani 1 1 d . . . N3 N 0.8876(2) 0.4664(2) 0.24649(17) 0.0172(5) Uani 1 1 d . . . N2 N 0.9553(2) 0.2751(2) 0.17070(18) 0.0183(6) Uani 1 1 d . . . C33 C 0.5587(2) 0.3503(3) 0.15072(19) 0.0189(6) Uani 1 1 d . . . N5 N 0.6479(2) 0.4122(2) 0.17733(17) 0.0178(5) Uani 1 1 d . . . N1 N 0.8102(2) 0.3868(2) 0.05266(18) 0.0204(6) Uani 1 1 d . . . C5 C 0.9011(3) 0.3485(3) 0.0274(2) 0.0203(6) Uani 1 1 d . . . C20 C 0.8747(3) 0.3657(2) 0.3709(2) 0.0210(7) Uani 1 1 d . . . H20 H 0.8931 0.3528 0.4333 0.025 Uiso 1 1 calc R . . C19 C 0.9073(3) 0.4602(2) 0.3366(2) 0.0191(6) Uani 1 1 d . . . N6 N 0.6873(2) 0.2245(2) 0.12836(18) 0.0197(6) Uani 1 1 d . . . C21 C 0.7819(3) 0.2067(3) 0.3485(2) 0.0223(7) Uani 1 1 d . . . H21 H 0.7925 0.1525 0.3066 0.027 Uiso 1 1 calc R . . C7 C 1.0372(3) 0.2202(3) 0.2412(2) 0.0221(7) Uani 1 1 d . . . H7 H 0.9919 0.1803 0.2752 0.026 Uiso 1 1 calc R . . C34 C 0.5852(3) 0.2488(3) 0.1246(2) 0.0217(7) Uani 1 1 d . . . H34 H 0.5261 0.2015 0.1050 0.026 Uiso 1 1 calc R . . C14 C 1.1520(3) 0.3816(3) 0.2776(2) 0.0254(7) Uani 1 1 d . . . H14 H 1.1360 0.3960 0.2156 0.030 Uiso 1 1 calc R . . C2 C 0.7504(4) 0.4589(3) -0.0927(2) 0.0305(8) Uani 1 1 d . . . H2 H 0.6971 0.4989 -0.1331 0.037 Uiso 1 1 calc R . . C10 C 1.1336(3) 0.2747(3) 0.3980(2) 0.0280(8) Uani 1 1 d . . . H10 H 1.1049 0.2156 0.4189 0.034 Uiso 1 1 calc R . . C18 C 0.9512(3) 0.5397(3) 0.3910(2) 0.0268(8) Uani 1 1 d . . . H18 H 0.9661 0.5333 0.4540 0.032 Uiso 1 1 calc R . . C1 C 0.7372(3) 0.4410(3) -0.0067(2) 0.0237(7) Uani 1 1 d . . . H1 H 0.6733 0.4686 0.0100 0.028 Uiso 1 1 calc R . . C40 C 0.8181(4) 0.1382(3) -0.1496(3) 0.0389(10) Uani 1 1 d . . . H40 H 0.8410 0.1407 -0.2043 0.047 Uiso 1 1 calc R . . C30 C 0.5185(3) 0.5407(3) 0.1988(3) 0.0279(8) Uani 1 1 d . . . H30 H 0.5072 0.6078 0.2151 0.033 Uiso 1 1 calc R . . C12 C 1.2433(3) 0.4264(3) 0.4285(3) 0.0363(9) Uani 1 1 d . . . H12 H 1.2883 0.4716 0.4698 0.044 Uiso 1 1 calc R . . C4 C 0.9200(3) 0.3633(2) -0.0564(2) 0.0245(7) Uani 1 1 d . . . H4 H 0.9853 0.3366 -0.0714 0.029 Uiso 1 1 calc R . . C17 C 0.9735(3) 0.6296(3) 0.3525(3) 0.0294(8) Uani 1 1 d . . . H17 H 1.0026 0.6856 0.3886 0.035 Uiso 1 1 calc R . . C32 C 0.4480(3) 0.3794(3) 0.1480(2) 0.0267(8) Uani 1 1 d . . . H32 H 0.3872 0.3336 0.1297 0.032 Uiso 1 1 calc R . . C29 C 0.6266(3) 0.5050(3) 0.2007(2) 0.0220(7) Uani 1 1 d . . . H29 H 0.6887 0.5493 0.2198 0.026 Uiso 1 1 calc R . . C35 C 0.7131(3) 0.1232(3) 0.0986(2) 0.0265(8) Uani 1 1 d . . . H35 H 0.7776 0.0955 0.1451 0.032 Uiso 1 1 calc R . . C8 C 1.1143(3) 0.1469(3) 0.2086(3) 0.0302(8) Uani 1 1 d . . . H8A H 1.0683 0.0989 0.1674 0.045 Uiso 1 1 calc R . . H8B H 1.1608 0.1109 0.2597 0.045 Uiso 1 1 calc R . . H8C H 1.1634 0.1837 0.1779 0.045 Uiso 1 1 calc R . . C9 C 1.1077(3) 0.2956(3) 0.3071(2) 0.0213(7) Uani 1 1 d . . . C22 C 0.8458(3) 0.1753(3) 0.4421(3) 0.0326(9) Uani 1 1 d . . . H22A H 0.9269 0.1712 0.4446 0.049 Uiso 1 1 calc R . . H22B H 0.8185 0.1096 0.4562 0.049 Uiso 1 1 calc R . . H22C H 0.8329 0.2247 0.4855 0.049 Uiso 1 1 calc R . . C3 C 0.8412(3) 0.4182(3) -0.1182(2) 0.0287(8) Uani 1 1 d . . . H3 H 0.8500 0.4273 -0.1772 0.034 Uiso 1 1 calc R . . C16 C 0.9526(3) 0.6355(3) 0.2607(2) 0.0253(7) Uani 1 1 d . . . H16 H 0.9669 0.6958 0.2327 0.030 Uiso 1 1 calc R . . C11 C 1.2008(3) 0.3395(4) 0.4584(2) 0.0355(8) Uani 1 1 d . . . H11 H 1.2181 0.3246 0.5203 0.043 Uiso 1 1 calc R . . C23 C 0.6552(3) 0.2134(3) 0.3439(2) 0.0243(7) Uani 1 1 d . . . C31 C 0.4281(3) 0.4758(3) 0.1724(3) 0.0298(8) Uani 1 1 d . . . H31 H 0.3533 0.4973 0.1710 0.036 Uiso 1 1 calc R . . C27 C 0.4931(3) 0.3017(4) 0.3693(3) 0.0431(11) Uani 1 1 d . . . H27 H 0.4619 0.3607 0.3881 0.052 Uiso 1 1 calc R . . C38 C 0.8432(3) 0.0762(3) 0.0002(3) 0.0308(8) Uani 1 1 d . . . H38 H 0.8834 0.0351 0.0474 0.037 Uiso 1 1 calc R . . C24 C 0.5877(4) 0.1295(3) 0.3190(3) 0.0386(10) Uani 1 1 d . . . H24 H 0.6198 0.0696 0.3028 0.046 Uiso 1 1 calc R . . C13 C 1.2189(3) 0.4461(3) 0.3376(3) 0.0319(8) Uani 1 1 d . . . H13 H 1.2485 0.5046 0.3166 0.038 Uiso 1 1 calc R . . C26 C 0.4253(4) 0.2208(5) 0.3425(3) 0.0512(13) Uani 1 1 d . . . H26 H 0.3468 0.2242 0.3408 0.061 Uiso 1 1 calc R . . C6 C 0.9775(3) 0.2890(3) 0.0949(2) 0.0215(7) Uani 1 1 d . . . H6 H 1.0437 0.2607 0.0826 0.026 Uiso 1 1 calc R . . C41 C 0.7254(4) 0.1938(3) -0.1382(3) 0.0350(9) Uani 1 1 d . . . H41 H 0.6850 0.2347 -0.1855 0.042 Uiso 1 1 calc R . . C37 C 0.7523(3) 0.1328(3) 0.0118(2) 0.0240(7) Uani 1 1 d . . . C25 C 0.4714(4) 0.1333(5) 0.3178(3) 0.0563(15) Uani 1 1 d . . . H25 H 0.4249 0.0762 0.3002 0.068 Uiso 1 1 calc R . . C39 C 0.8761(4) 0.0793(3) -0.0797(3) 0.0402(10) Uani 1 1 d . . . H39 H 0.9389 0.0407 -0.0866 0.048 Uiso 1 1 calc R . . C36 C 0.6160(4) 0.0476(3) 0.0849(3) 0.0376(10) Uani 1 1 d . . . H36A H 0.5909 0.0407 0.1403 0.056 Uiso 1 1 calc R . . H36B H 0.6421 -0.0174 0.0682 0.056 Uiso 1 1 calc R . . H36C H 0.5528 0.0712 0.0373 0.056 Uiso 1 1 calc R . . C15 C 0.9105(3) 0.5523(3) 0.2103(2) 0.0206(7) Uani 1 1 d . . . H15 H 0.8973 0.5565 0.1472 0.025 Uiso 1 1 calc R . . C28 C 0.6076(3) 0.2989(3) 0.3694(2) 0.0320(8) Uani 1 1 d . . . H28 H 0.6533 0.3565 0.3871 0.038 Uiso 1 1 calc R . . C42 C 0.6917(3) 0.1899(3) -0.0584(2) 0.0276(8) Uani 1 1 d . . . H42 H 0.6272 0.2265 -0.0520 0.033 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 Cl1 0.0326(5) 0.0322(5) 0.0336(5) 0.0108(4) 0.0066(4) 0.0058(4) Cl2 0.0615(7) 0.0293(5) 0.0325(5) -0.0035(4) 0.0188(5) -0.0089(4) O2 0.0230(14) 0.066(2) 0.0477(17) 0.0284(16) 0.0066(13) 0.0053(13) O3 0.0491(19) 0.0397(17) 0.0491(18) -0.0105(14) -0.0146(15) 0.0149(14) O1 0.060(2) 0.073(3) 0.070(2) 0.033(2) 0.0404(19) 0.0242(19) O5 0.073(2) 0.0521(19) 0.0341(15) 0.0038(14) 0.0201(16) -0.0194(16) O4 0.094(3) 0.0282(18) 0.067(2) -0.0014(16) -0.018(2) 0.0026(16) O6 0.121(4) 0.059(2) 0.088(3) -0.028(2) 0.077(3) -0.025(2) O9 0.098(3) 0.066(3) 0.068(3) 0.004(2) 0.019(2) 0.018(2) O8 0.108(3) 0.076(3) 0.055(2) -0.020(2) 0.021(2) -0.060(3) C44 0.070(4) 0.054(3) 0.079(4) 0.009(3) 0.017(3) 0.002(3) O7 0.085(3) 0.062(3) 0.119(4) 0.025(3) 0.002(3) 0.010(2) N7 0.049(3) 0.156(7) 0.178(7) 0.070(6) 0.021(4) -0.005(4) C43 0.089(5) 0.120(7) 0.071(4) -0.011(5) -0.005(3) 0.033(5) C45 0.106(6) 0.066(4) 0.073(4) 0.021(3) 0.006(4) -0.006(4) C46 0.147(8) 0.078(5) 0.042(3) 0.022(3) 0.008(4) -0.029(5) C48 0.123(6) 0.085(5) 0.078(4) -0.009(4) 0.031(4) 0.013(5) O10 0.164(8) 0.199(9) 0.198(9) 0.037(7) 0.049(6) 0.083(7) C47 0.072(4) 0.086(5) 0.064(4) 0.024(3) 0.027(3) 0.010(3) Ni1 0.01445(18) 0.01631(18) 0.01598(18) -0.00016(17) 0.00346(13) 0.00059(16) N4 0.0168(13) 0.0191(13) 0.0200(13) 0.0017(11) 0.0072(11) 0.0041(10) N3 0.0159(13) 0.0198(13) 0.0158(13) 0.0006(11) 0.0037(10) 0.0014(10) N2 0.0155(13) 0.0198(14) 0.0187(13) -0.0017(11) 0.0024(11) -0.0021(10) C33 0.0199(14) 0.0199(15) 0.0159(13) -0.0008(14) 0.0025(11) -0.0004(14) N5 0.0177(13) 0.0196(13) 0.0154(12) -0.0010(11) 0.0027(10) 0.0007(11) N1 0.0229(14) 0.0194(13) 0.0184(13) -0.0024(11) 0.0037(11) -0.0027(11) C5 0.0217(14) 0.0185(15) 0.0215(14) -0.0023(15) 0.0070(12) -0.0034(14) C20 0.0186(15) 0.0242(19) 0.0198(15) 0.0016(13) 0.0036(13) 0.0024(12) C19 0.0160(15) 0.0228(16) 0.0167(15) -0.0013(13) 0.0003(12) 0.0001(12) N6 0.0245(14) 0.0177(13) 0.0172(13) -0.0026(11) 0.0052(11) 0.0011(11) C21 0.0235(17) 0.0192(16) 0.0253(17) 0.0092(14) 0.0079(14) 0.0012(13) C7 0.0181(16) 0.0224(16) 0.0249(17) 0.0044(14) 0.0037(13) 0.0051(13) C34 0.0214(17) 0.0247(17) 0.0177(15) -0.0039(14) 0.0021(13) -0.0049(13) C14 0.0223(17) 0.0260(17) 0.0261(18) 0.0032(15) 0.0022(14) 0.0027(14) C2 0.048(2) 0.0231(18) 0.0166(16) 0.0064(14) 0.0007(16) 0.0003(16) C10 0.0208(17) 0.036(2) 0.0267(18) 0.0040(16) 0.0055(14) 0.0012(14) C18 0.033(2) 0.0287(19) 0.0159(16) -0.0009(14) -0.0005(14) -0.0035(15) C1 0.0280(18) 0.0205(17) 0.0206(16) 0.0000(14) 0.0020(14) 0.0010(14) C40 0.042(2) 0.041(2) 0.043(2) -0.022(2) 0.027(2) -0.0229(19) C30 0.0249(18) 0.0249(18) 0.035(2) -0.0011(16) 0.0096(16) 0.0053(14) C12 0.0213(18) 0.044(2) 0.040(2) -0.0182(19) 0.0002(16) 0.0036(16) C4 0.0313(18) 0.0197(18) 0.0238(16) -0.0046(13) 0.0094(14) -0.0084(13) C17 0.033(2) 0.0232(19) 0.0297(19) -0.0056(15) 0.0038(16) -0.0069(15) C32 0.0156(16) 0.0334(19) 0.0303(18) -0.0016(15) 0.0036(14) 0.0007(14) C29 0.0227(17) 0.0208(16) 0.0221(16) -0.0035(13) 0.0046(13) 0.0030(13) C35 0.035(2) 0.0207(17) 0.0257(18) -0.0041(14) 0.0111(16) -0.0006(14) C8 0.0255(19) 0.0290(19) 0.034(2) -0.0085(16) 0.0036(15) 0.0099(15) C9 0.0160(16) 0.0222(16) 0.0256(17) -0.0034(14) 0.0051(13) 0.0054(13) C22 0.0229(18) 0.039(2) 0.036(2) 0.0216(18) 0.0074(16) 0.0042(16) C3 0.044(2) 0.0225(17) 0.0213(17) -0.0021(14) 0.0114(16) -0.0135(16) C16 0.0224(17) 0.0191(17) 0.0325(19) 0.0001(14) 0.0027(15) -0.0035(13) C11 0.0276(17) 0.052(2) 0.0260(16) -0.007(2) 0.0046(14) 0.004(2) C23 0.0207(17) 0.0338(19) 0.0185(16) 0.0072(15) 0.0047(13) -0.0016(14) C31 0.0169(16) 0.038(2) 0.0330(19) -0.0007(17) 0.0035(15) 0.0058(15) C27 0.027(2) 0.062(3) 0.044(2) 0.013(2) 0.0163(18) 0.009(2) C38 0.0238(19) 0.0287(19) 0.040(2) -0.0107(17) 0.0083(16) -0.0020(15) C24 0.041(2) 0.048(3) 0.030(2) -0.0020(18) 0.0142(18) -0.0188(19) C13 0.0223(18) 0.0282(19) 0.042(2) -0.0008(17) 0.0019(16) -0.0008(15) C26 0.022(2) 0.098(4) 0.036(2) 0.015(3) 0.0112(18) 0.004(2) C6 0.0197(16) 0.0211(16) 0.0249(17) -0.0062(14) 0.0076(14) -0.0004(13) C41 0.037(2) 0.035(2) 0.034(2) -0.0090(17) 0.0120(18) -0.0169(17) C37 0.0242(18) 0.0200(17) 0.0296(18) -0.0086(14) 0.0099(15) -0.0073(13) C25 0.039(3) 0.090(4) 0.039(2) 0.000(3) 0.008(2) -0.038(3) C39 0.030(2) 0.038(2) 0.058(3) -0.020(2) 0.022(2) -0.0096(17) C36 0.053(3) 0.0251(19) 0.043(2) -0.0110(17) 0.027(2) -0.0118(18) C15 0.0162(16) 0.0225(16) 0.0215(16) 0.0019(13) 0.0016(13) 0.0019(12) C28 0.0219(18) 0.045(2) 0.0287(18) 0.0038(17) 0.0056(15) 0.0032(16) C42 0.0290(19) 0.0263(18) 0.0291(18) -0.0094(15) 0.0102(15) -0.0086(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cl1 O4 1.416(3) . ? Cl1 O3 1.440(3) . ? Cl1 O1 1.439(3) . ? Cl1 O2 1.445(3) . ? Cl2 O6 1.422(4) . ? Cl2 O8 1.425(4) . ? Cl2 O5 1.427(3) . ? Cl2 O7 1.430(4) . ? O9 C47 1.396(8) . ? O9 C46 1.459(8) . ? C44 N7 1.129(8) . ? C44 C43 1.406(9) . ? C45 C46 1.468(10) . ? C48 C47 1.503(11) . ? O10 C47 1.230(9) . ? Ni1 N3 2.082(3) . ? Ni1 N5 2.094(3) . ? Ni1 N1 2.097(3) . ? Ni1 N2 2.102(3) . ? Ni1 N4 2.117(3) . ? Ni1 N6 2.138(3) . ? N4 C20 1.274(4) . ? N4 C21 1.470(4) . ? N3 C15 1.335(4) . ? N3 C19 1.357(4) . ? N2 C6 1.275(4) . ? N2 C7 1.482(4) . ? C33 N5 1.348(4) . ? C33 C32 1.394(4) . ? C33 C34 1.472(5) . ? N5 C29 1.333(4) . ? N1 C1 1.328(4) . ? N1 C5 1.357(4) . ? C5 C4 1.381(4) . ? C5 C6 1.456(5) . ? C20 C19 1.461(4) . ? C19 C18 1.379(5) . ? N6 C34 1.273(4) . ? N6 C35 1.485(4) . ? C21 C23 1.529(5) . ? C21 C22 1.527(5) . ? C7 C8 1.522(5) . ? C7 C9 1.539(5) . ? C14 C13 1.380(5) . ? C14 C9 1.391(5) . ? C2 C3 1.372(6) . ? C2 C1 1.396(5) . ? C10 C9 1.391(5) . ? C10 C11 1.387(6) . ? C18 C17 1.395(5) . ? C40 C39 1.385(7) . ? C40 C41 1.397(6) . ? C30 C31 1.384(5) . ? C30 C29 1.393(5) . ? C12 C13 1.388(6) . ? C12 C11 1.393(7) . ? C4 C3 1.390(5) . ? C17 C16 1.380(5) . ? C32 C31 1.378(5) . ? C35 C36 1.530(5) . ? C35 C37 1.532(5) . ? C16 C15 1.383(5) . ? C23 C28 1.380(5) . ? C23 C24 1.388(5) . ? C27 C26 1.362(7) . ? C27 C28 1.394(5) . ? C38 C37 1.387(5) . ? C38 C39 1.384(6) . ? C24 C25 1.413(6) . ? C26 C25 1.388(8) . ? C41 C42 1.389(5) . ? C37 C42 1.385(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Cl1 O3 109.1(2) . . ? O4 Cl1 O1 111.5(3) . . ? O3 Cl1 O1 107.8(2) . . ? O4 Cl1 O2 110.4(2) . . ? O3 Cl1 O2 108.7(2) . . ? O1 Cl1 O2 109.33(19) . . ? O6 Cl2 O8 112.0(3) . . ? O6 Cl2 O5 108.7(2) . . ? O8 Cl2 O5 110.4(2) . . ? O6 Cl2 O7 107.4(3) . . ? O8 Cl2 O7 108.0(3) . . ? O5 Cl2 O7 110.3(3) . . ? C47 O9 C46 114.6(6) . . ? N7 C44 C43 174.8(9) . . ? O9 C46 C45 106.9(7) . . ? O10 C47 O9 130.2(8) . . ? O10 C47 C48 118.3(8) . . ? O9 C47 C48 111.4(6) . . ? N3 Ni1 N5 89.80(10) . . ? N3 Ni1 N1 95.86(10) . . ? N5 Ni1 N1 94.95(10) . . ? N3 Ni1 N2 91.89(10) . . ? N5 Ni1 N2 173.82(10) . . ? N1 Ni1 N2 78.97(11) . . ? N3 Ni1 N4 79.06(10) . . ? N5 Ni1 N4 91.66(10) . . ? N1 Ni1 N4 171.66(11) . . ? N2 Ni1 N4 94.50(10) . . ? N3 Ni1 N6 167.40(10) . . ? N5 Ni1 N6 79.12(10) . . ? N1 Ni1 N6 91.11(11) . . ? N2 Ni1 N6 99.76(10) . . ? N4 Ni1 N6 95.14(10) . . ? C20 N4 C21 121.1(3) . . ? C20 N4 Ni1 112.8(2) . . ? C21 N4 Ni1 126.1(2) . . ? C15 N3 C19 118.6(3) . . ? C15 N3 Ni1 127.8(2) . . ? C19 N3 Ni1 113.1(2) . . ? C6 N2 C7 119.6(3) . . ? C6 N2 Ni1 113.2(2) . . ? C7 N2 Ni1 127.2(2) . . ? N5 C33 C32 122.7(3) . . ? N5 C33 C34 115.9(3) . . ? C32 C33 C34 121.5(3) . . ? C29 N5 C33 117.3(3) . . ? C29 N5 Ni1 129.8(2) . . ? C33 N5 Ni1 112.9(2) . . ? C1 N1 C5 117.6(3) . . ? C1 N1 Ni1 129.5(2) . . ? C5 N1 Ni1 112.8(2) . . ? N1 C5 C4 123.0(3) . . ? N1 C5 C6 115.1(3) . . ? C4 C5 C6 121.8(3) . . ? N4 C20 C19 119.4(3) . . ? N3 C19 C18 121.6(3) . . ? N3 C19 C20 115.3(3) . . ? C18 C19 C20 123.0(3) . . ? C34 N6 C35 119.6(3) . . ? C34 N6 Ni1 112.1(2) . . ? C35 N6 Ni1 128.3(2) . . ? N4 C21 C23 110.0(3) . . ? N4 C21 C22 114.8(3) . . ? C23 C21 C22 109.8(3) . . ? N2 C7 C8 115.8(3) . . ? N2 C7 C9 109.4(3) . . ? C8 C7 C9 110.4(3) . . ? N6 C34 C33 119.8(3) . . ? C13 C14 C9 120.6(3) . . ? C3 C2 C1 119.3(3) . . ? C9 C10 C11 120.5(4) . . ? C19 C18 C17 119.3(3) . . ? N1 C1 C2 122.7(3) . . ? C39 C40 C41 118.7(4) . . ? C31 C30 C29 118.2(3) . . ? C13 C12 C11 119.1(4) . . ? C5 C4 C3 118.5(3) . . ? C16 C17 C18 118.7(3) . . ? C31 C32 C33 119.0(3) . . ? N5 C29 C30 123.8(3) . . ? N6 C35 C36 115.5(3) . . ? N6 C35 C37 109.1(3) . . ? C36 C35 C37 109.0(3) . . ? C10 C9 C14 119.0(3) . . ? C10 C9 C7 119.4(3) . . ? C14 C9 C7 121.5(3) . . ? C2 C3 C4 118.9(3) . . ? C15 C16 C17 119.0(3) . . ? C10 C11 C12 120.3(3) . . ? C28 C23 C24 119.1(3) . . ? C28 C23 C21 121.5(3) . . ? C24 C23 C21 119.3(3) . . ? C32 C31 C30 119.1(3) . . ? C26 C27 C28 120.8(4) . . ? C37 C38 C39 120.5(4) . . ? C23 C24 C25 120.0(4) . . ? C14 C13 C12 120.6(4) . . ? C27 C26 C25 119.7(4) . . ? N2 C6 C5 119.8(3) . . ? C42 C41 C40 120.7(4) . . ? C42 C37 C38 119.4(3) . . ? C42 C37 C35 120.8(3) . . ? C38 C37 C35 119.5(3) . . ? C26 C25 C24 119.8(4) . . ? C40 C39 C38 120.6(4) . . ? N3 C15 C16 122.7(3) . . ? C23 C28 C27 120.6(4) . . ? C37 C42 C41 120.0(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.053 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.080 # Attachment '- la1corrected.cif' data_la1 _database_code_depnum_ccdc_archive 'CCDC 821025' #TrackingRef '- la1corrected.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Co F12 N6 O2 P2' _chemical_formula_weight 1043.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.6650(5) _cell_length_b 13.5956(5) _cell_length_c 15.3936(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.949(2) _cell_angle_gamma 90.00 _cell_volume 2428.16(18) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 44706 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1074 _exptl_absorpt_coefficient_mu 0.508 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6476 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; We are greatful to the EPSRC Crystallographic Service for recording the data for la1. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms except the disordered methanol solvent. No hydrogens were located for the methanols. H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. Several ISOR and SIUM retraints were used to give the thermal parameters of the phenyl ring of the benzyl amine and on the disordered solvent methanols reasonable thermal parameters in line with neighbouring atoms or atoms in a similar chemical environment. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius Roper CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 33640 _diffrn_reflns_av_R_equivalents 0.0782 _diffrn_reflns_av_sigmaI/netI 0.1119 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.57 _reflns_number_total 11096 _reflns_number_gt 7360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1076P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0110(15) _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, 5275 Friedel pairs' _refine_ls_abs_structure_Flack 0.044(18) _chemical_absolute_configuration rmad _refine_ls_number_reflns 11096 _refine_ls_number_parameters 606 _refine_ls_number_restraints 50 _refine_ls_R_factor_all 0.1152 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.1828 _refine_ls_wR_factor_gt 0.1589 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 1.006 _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 Co1 Co 0.21797(5) 0.62238(4) 0.30508(4) 0.02525(18) Uani 1 1 d . . . N1 N 0.1445(3) 0.4945(3) 0.2425(3) 0.0260(9) Uani 1 1 d . . . C1 C 0.1225(4) 0.4090(4) 0.2791(3) 0.0308(11) Uani 1 1 d . . . H1A H 0.1320 0.4043 0.3410 0.037 Uiso 1 1 calc R . . N2 N 0.2003(3) 0.6646(3) 0.1696(3) 0.0276(9) Uani 1 1 d . . . C2 C 0.0862(5) 0.3261(4) 0.2307(3) 0.0341(12) Uani 1 1 d . . . H2A H 0.0746 0.2650 0.2586 0.041 Uiso 1 1 calc R . . C3 C 0.0674(5) 0.3354(4) 0.1404(4) 0.0435(14) Uani 1 1 d . . . H3A H 0.0398 0.2811 0.1053 0.052 Uiso 1 1 calc R . . C4 C 0.0888(5) 0.4226(4) 0.1030(4) 0.0403(13) Uani 1 1 d . . . H4A H 0.0763 0.4299 0.0413 0.048 Uiso 1 1 calc R . . C5 C 0.1291(4) 0.5017(4) 0.1550(3) 0.0298(11) Uani 1 1 d . . . C6 C 0.1569(5) 0.5978(3) 0.1199(3) 0.0347(12) Uani 1 1 d D . . H6A H 0.1420 0.6100 0.0590 0.042 Uiso 1 1 calc R . . C7 C 0.2250(5) 0.7614(4) 0.1321(3) 0.0337(12) Uani 1 1 d . . . H7A H 0.1859 0.8122 0.1655 0.040 Uiso 1 1 calc R . . C8 C 0.1826(5) 0.7750(4) 0.0361(4) 0.0412(14) Uani 1 1 d . . . H8A H 0.1028 0.7519 0.0253 0.062 Uiso 1 1 calc R . . H8B H 0.2315 0.7369 0.0003 0.062 Uiso 1 1 calc R . . H8C H 0.1863 0.8448 0.0208 0.062 Uiso 1 1 calc R . . C9 C 0.3540(5) 0.7814(5) 0.1467(4) 0.0435(14) Uani 1 1 d . . . C10 C 0.3893(7) 0.8788(6) 0.1684(5) 0.068(2) Uani 1 1 d . . . H10A H 0.3345 0.9285 0.1775 0.081 Uiso 1 1 calc R . . C11 C 0.5100(8) 0.9002(7) 0.1762(5) 0.083(3) Uani 1 1 d U . . H11A H 0.5378 0.9645 0.1906 0.100 Uiso 1 1 calc R . . C12 C 0.5846(8) 0.8251(8) 0.1623(5) 0.083(2) Uani 1 1 d U . . H12A H 0.6648 0.8391 0.1692 0.100 Uiso 1 1 calc R . . C13 C 0.5514(7) 0.7324(7) 0.1394(5) 0.076(2) Uani 1 1 d U . . H13A H 0.6073 0.6842 0.1290 0.091 Uiso 1 1 calc R . . C14 C 0.4339(6) 0.7081(6) 0.1312(4) 0.0574(18) Uani 1 1 d U . . H14A H 0.4091 0.6434 0.1155 0.069 Uiso 1 1 calc R . . N3 N 0.3849(4) 0.5591(3) 0.2998(3) 0.0282(9) Uani 1 1 d . . . C15 C 0.4124(5) 0.4671(4) 0.2754(3) 0.0335(12) Uani 1 1 d . . . H15A H 0.3527 0.4248 0.2509 0.040 Uiso 1 1 calc R . . C16 C 0.5232(5) 0.4330(4) 0.2850(4) 0.0394(13) Uani 1 1 d . . . H16A H 0.5392 0.3674 0.2687 0.047 Uiso 1 1 calc R . . C17 C 0.6123(5) 0.4940(4) 0.3185(4) 0.0407(13) Uani 1 1 d . . . H17A H 0.6896 0.4709 0.3259 0.049 Uiso 1 1 calc R . . C18 C 0.5857(5) 0.5896(4) 0.3408(3) 0.0337(12) Uani 1 1 d . . . H18A H 0.6452 0.6340 0.3618 0.040 Uiso 1 1 calc R . . C19 C 0.4718(4) 0.6196(4) 0.3323(3) 0.0294(10) Uani 1 1 d . . . C20 C 0.4382(4) 0.7165(4) 0.3596(3) 0.0324(11) Uani 1 1 d . . . H20A H 0.4955 0.7633 0.3796 0.039 Uiso 1 1 calc R . . N4 N 0.3310(4) 0.7391(3) 0.3569(3) 0.0272(9) Uani 1 1 d . . . C21 C 0.3003(5) 0.8373(4) 0.3885(4) 0.0358(12) Uani 1 1 d . . . H21A H 0.2398 0.8653 0.3447 0.043 Uiso 1 1 calc R . . C22 C 0.3980(5) 0.9126(4) 0.4020(5) 0.0468(15) Uani 1 1 d . . . H22A H 0.4336 0.9205 0.3475 0.070 Uiso 1 1 calc R . . H22B H 0.4559 0.8896 0.4482 0.070 Uiso 1 1 calc R . . H22C H 0.3669 0.9759 0.4189 0.070 Uiso 1 1 calc R . . C23 C 0.2469(5) 0.8252(4) 0.4739(4) 0.0351(12) Uani 1 1 d . . . C24 C 0.1436(5) 0.8741(4) 0.4865(5) 0.0480(15) Uani 1 1 d . . . H24A H 0.1056 0.9125 0.4406 0.058 Uiso 1 1 calc R . . C25 C 0.0981(6) 0.8667(5) 0.5636(5) 0.0543(17) Uani 1 1 d U . . H25A H 0.0269 0.8982 0.5705 0.065 Uiso 1 1 calc R . . C26 C 0.1523(6) 0.8151(5) 0.6314(5) 0.0562(17) Uani 1 1 d U . . H26A H 0.1194 0.8115 0.6852 0.067 Uiso 1 1 calc R . . C27 C 0.2590(6) 0.7661(5) 0.6220(5) 0.0558(17) Uani 1 1 d U . . H27A H 0.2975 0.7299 0.6691 0.067 Uiso 1 1 calc R . . C28 C 0.3045(5) 0.7724(4) 0.5435(4) 0.0408(14) Uani 1 1 d . . . H28A H 0.3756 0.7409 0.5363 0.049 Uiso 1 1 calc R . . N5 N 0.2091(4) 0.5691(3) 0.4369(3) 0.0279(9) Uani 1 1 d . . . C29 C 0.2863(5) 0.5179(4) 0.4879(3) 0.0337(12) Uani 1 1 d . . . H29A H 0.3544 0.4966 0.4647 0.040 Uiso 1 1 calc R . . C30 C 0.2715(5) 0.4942(4) 0.5739(4) 0.0392(14) Uani 1 1 d . . . H30A H 0.3287 0.4574 0.6083 0.047 Uiso 1 1 calc R . . C31 C 0.1752(5) 0.5240(4) 0.6081(3) 0.0379(13) Uani 1 1 d . . . H31A H 0.1644 0.5093 0.6670 0.046 Uiso 1 1 calc R . . C32 C 0.0915(5) 0.5769(4) 0.5555(3) 0.0344(12) Uani 1 1 d . . . H32A H 0.0226 0.5983 0.5777 0.041 Uiso 1 1 calc R . . C33 C 0.1118(4) 0.5970(3) 0.4704(3) 0.0276(11) Uani 1 1 d . . . C34 C 0.0290(4) 0.6536(3) 0.4128(3) 0.0294(11) Uani 1 1 d . . . H34A H -0.0422 0.6736 0.4322 0.035 Uiso 1 1 calc R . . N6 N 0.0533(4) 0.6761(3) 0.3356(3) 0.0281(9) Uani 1 1 d . . . C35 C -0.0306(4) 0.7329(3) 0.2778(3) 0.0294(11) Uani 1 1 d . . . H35A H 0.0137 0.7851 0.2499 0.035 Uiso 1 1 calc R . . C36 C -0.1235(5) 0.7848(4) 0.3229(4) 0.0368(13) Uani 1 1 d . . . H36A H -0.1644 0.8317 0.2824 0.055 Uiso 1 1 calc R . . H36B H -0.0879 0.8200 0.3744 0.055 Uiso 1 1 calc R . . H36C H -0.1782 0.7361 0.3411 0.055 Uiso 1 1 calc R . . C37 C -0.0851(5) 0.6671(4) 0.2043(4) 0.0335(12) Uani 1 1 d . . . C38 C -0.1043(5) 0.7058(4) 0.1200(3) 0.0403(13) Uani 1 1 d . . . H38A H -0.0803 0.7709 0.1088 0.048 Uiso 1 1 calc R . . C39 C -0.1579(6) 0.6495(6) 0.0530(4) 0.0577(19) Uani 1 1 d . . . H39A H -0.1712 0.6765 -0.0041 0.069 Uiso 1 1 calc R . . C40 C -0.1917(6) 0.5565(6) 0.0680(5) 0.0596(19) Uani 1 1 d . . . H40A H -0.2265 0.5178 0.0210 0.072 Uiso 1 1 calc R . . C41 C -0.1763(5) 0.5179(5) 0.1499(5) 0.0533(17) Uani 1 1 d . . . H41A H -0.2017 0.4529 0.1603 0.064 Uiso 1 1 calc R . . C42 C -0.1229(5) 0.5744(4) 0.2191(4) 0.0409(14) Uani 1 1 d . . . H42A H -0.1130 0.5478 0.2765 0.049 Uiso 1 1 calc R . . P1 P 0.27965(13) 1.21349(10) 0.44455(9) 0.0361(3) Uani 1 1 d . . . F1 F 0.2440(4) 1.1556(3) 0.3566(2) 0.0637(11) Uani 1 1 d . . . F2 F 0.3150(3) 1.2719(2) 0.5337(2) 0.0422(8) Uani 1 1 d . . . F3 F 0.1554(3) 1.2654(3) 0.4383(2) 0.0534(9) Uani 1 1 d . . . F4 F 0.4034(3) 1.1621(2) 0.4536(2) 0.0440(8) Uani 1 1 d . . . F5 F 0.3283(3) 1.3021(3) 0.3911(2) 0.0504(9) Uani 1 1 d . . . F6 F 0.2304(3) 1.1265(3) 0.5005(2) 0.0448(7) Uani 1 1 d . . . P2 P 0.00593(14) 1.02742(10) 0.17274(9) 0.0385(4) Uani 1 1 d . . . F7 F 0.1266(3) 1.0801(3) 0.1672(2) 0.0608(10) Uani 1 1 d . . . F8 F -0.1172(3) 0.9746(3) 0.1773(2) 0.0550(9) Uani 1 1 d . . . F9 F 0.0591(4) 0.9621(3) 0.2531(2) 0.0646(12) Uani 1 1 d . . . F10 F -0.0497(3) 1.0922(2) 0.0914(2) 0.0519(9) Uani 1 1 d . . . F11 F 0.0385(4) 0.9443(3) 0.1075(2) 0.0634(11) Uani 1 1 d . . . F12 F -0.0299(4) 1.1105(3) 0.2378(2) 0.0603(10) Uani 1 1 d . . . O100 O 0.3281(11) 0.5883(10) -0.0975(8) 0.092(4) Uiso 0.499(9) 1 d P A 1 C101 C 0.3955(14) 0.6549(11) -0.0873(10) 0.065(4) Uiso 0.499(9) 1 d P A 1 O200 O 0.4241(12) 0.3799(11) 0.0708(9) 0.100(5) Uiso 0.499(9) 1 d P A 1 C201 C 0.5305(13) 0.4416(11) 0.0502(9) 0.060(4) Uiso 0.499(9) 1 d P A 1 O300 O 0.4020(11) 0.4645(10) 0.0446(8) 0.092(4) Uiso 0.501(9) 1 d P A 2 C301 C 0.2952(15) 0.4994(12) -0.0312(10) 0.077(5) Uiso 0.501(9) 1 d PD A 2 O400 O 0.4043(17) 0.2594(14) 0.1004(13) 0.141(7) Uiso 0.501(9) 1 d P A 2 C401 C 0.384(2) 0.1823(17) 0.1844(14) 0.109(7) Uiso 0.501(9) 1 d P 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 Co1 0.0254(3) 0.0224(3) 0.0280(3) -0.0012(3) 0.0030(2) 0.0017(3) N1 0.022(2) 0.027(2) 0.030(2) -0.0002(17) 0.0030(17) 0.0033(16) C1 0.029(3) 0.030(3) 0.033(3) -0.002(2) 0.002(2) 0.001(2) N2 0.024(2) 0.0236(19) 0.036(2) 0.0026(18) 0.0054(18) -0.0005(17) C2 0.035(3) 0.031(3) 0.036(3) 0.004(2) 0.003(2) -0.007(2) C3 0.044(4) 0.031(3) 0.055(4) -0.010(3) 0.003(3) -0.003(3) C4 0.046(4) 0.038(3) 0.036(3) -0.004(2) -0.004(2) -0.002(2) C5 0.029(3) 0.026(2) 0.034(3) 0.000(2) 0.002(2) 0.002(2) C6 0.043(3) 0.030(3) 0.032(3) 0.002(2) 0.008(2) 0.006(2) C7 0.034(3) 0.033(3) 0.034(3) 0.007(2) 0.007(2) 0.001(2) C8 0.043(3) 0.044(3) 0.037(3) 0.013(3) 0.011(3) 0.002(3) C9 0.038(3) 0.059(4) 0.033(3) 0.013(3) 0.001(2) -0.013(3) C10 0.062(5) 0.076(5) 0.062(4) 0.026(4) -0.006(4) -0.029(4) C11 0.087(5) 0.093(5) 0.068(4) 0.017(4) -0.001(4) -0.041(4) C12 0.066(4) 0.114(5) 0.067(4) 0.032(4) 0.000(3) -0.011(4) C13 0.058(4) 0.099(5) 0.074(4) 0.037(4) 0.020(3) 0.007(4) C14 0.046(3) 0.080(4) 0.050(3) 0.027(3) 0.021(3) 0.011(3) N3 0.030(2) 0.028(2) 0.027(2) -0.0039(17) 0.0020(17) 0.0021(18) C15 0.030(3) 0.032(3) 0.039(3) -0.006(2) 0.006(2) 0.003(2) C16 0.042(3) 0.030(3) 0.047(3) 0.002(2) 0.007(3) 0.007(2) C17 0.032(3) 0.037(3) 0.053(3) -0.002(3) 0.001(2) 0.006(2) C18 0.030(3) 0.034(3) 0.037(3) -0.008(2) 0.004(2) -0.001(2) C19 0.028(2) 0.034(2) 0.027(2) -0.001(2) 0.0082(18) 0.005(3) C20 0.027(3) 0.033(3) 0.036(3) -0.003(2) 0.001(2) -0.007(2) N4 0.031(2) 0.022(2) 0.029(2) -0.0001(16) 0.0061(17) -0.0005(17) C21 0.033(3) 0.024(2) 0.050(3) -0.002(2) 0.004(2) 0.001(2) C22 0.039(4) 0.031(3) 0.075(4) -0.011(3) 0.025(3) -0.008(3) C23 0.027(3) 0.028(2) 0.051(3) -0.013(2) 0.009(2) -0.004(2) C24 0.040(4) 0.034(3) 0.071(4) -0.017(3) 0.008(3) 0.000(3) C25 0.044(3) 0.043(3) 0.080(4) -0.019(3) 0.028(3) -0.001(3) C26 0.061(4) 0.048(3) 0.065(4) -0.024(3) 0.032(3) -0.019(3) C27 0.070(4) 0.046(3) 0.055(4) -0.019(3) 0.019(3) -0.022(3) C28 0.038(3) 0.033(3) 0.051(4) -0.014(3) 0.005(3) -0.007(2) N5 0.029(2) 0.024(2) 0.031(2) -0.0040(17) 0.0051(18) 0.0064(17) C29 0.039(3) 0.025(2) 0.037(3) 0.002(2) 0.007(2) 0.007(2) C30 0.051(4) 0.036(3) 0.031(3) 0.000(2) 0.002(3) 0.005(3) C31 0.055(4) 0.027(2) 0.033(3) -0.001(2) 0.010(3) -0.007(3) C32 0.045(3) 0.028(2) 0.032(3) 0.000(2) 0.009(2) -0.003(2) C33 0.032(3) 0.020(2) 0.030(3) 0.0012(18) 0.004(2) -0.0064(19) C34 0.026(3) 0.022(2) 0.041(3) -0.0035(19) 0.005(2) -0.0005(19) N6 0.030(2) 0.0192(19) 0.035(2) -0.0041(17) 0.0010(18) -0.0040(17) C35 0.032(3) 0.017(2) 0.038(3) -0.003(2) 0.000(2) 0.001(2) C36 0.038(3) 0.030(3) 0.042(3) -0.001(2) 0.006(2) 0.013(2) C37 0.026(3) 0.029(3) 0.045(3) -0.004(2) 0.005(2) 0.005(2) C38 0.036(3) 0.049(3) 0.036(3) -0.002(3) 0.005(2) -0.007(3) C39 0.050(4) 0.081(5) 0.041(3) 0.003(3) 0.003(3) -0.010(4) C40 0.053(4) 0.072(5) 0.051(4) -0.034(4) -0.003(3) 0.004(4) C41 0.044(4) 0.037(3) 0.077(5) -0.020(3) -0.001(3) 0.001(3) C42 0.027(3) 0.035(3) 0.058(4) -0.001(3) -0.006(3) 0.000(2) P1 0.0323(8) 0.0353(7) 0.0404(8) 0.0057(6) 0.0016(6) 0.0015(6) F1 0.079(3) 0.061(2) 0.048(2) -0.0062(17) -0.0088(19) -0.003(2) F2 0.048(2) 0.0362(17) 0.0425(18) -0.0009(14) 0.0055(15) 0.0061(14) F3 0.0358(19) 0.064(2) 0.061(2) 0.0225(18) 0.0045(16) 0.0113(17) F4 0.0381(19) 0.0358(16) 0.058(2) -0.0019(15) 0.0068(15) 0.0098(14) F5 0.056(2) 0.0436(19) 0.054(2) 0.0182(16) 0.0159(17) 0.0023(16) F6 0.0382(17) 0.0387(15) 0.0570(19) 0.0135(17) 0.0027(14) -0.0053(16) P2 0.0535(9) 0.0285(7) 0.0330(7) 0.0023(6) 0.0020(6) 0.0005(6) F7 0.054(2) 0.066(2) 0.063(2) 0.0045(19) 0.0035(18) -0.0106(19) F8 0.061(2) 0.048(2) 0.055(2) -0.0030(17) 0.0058(17) -0.0183(18) F9 0.100(3) 0.0413(19) 0.046(2) 0.0106(16) -0.021(2) -0.007(2) F10 0.066(2) 0.048(2) 0.0412(18) 0.0157(14) 0.0019(16) 0.0056(16) F11 0.088(3) 0.046(2) 0.056(2) -0.0125(17) 0.008(2) 0.019(2) F12 0.093(3) 0.0387(19) 0.053(2) -0.0084(17) 0.0254(19) -0.011(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N1 2.125(4) . ? Co1 N3 2.139(4) . ? Co1 N2 2.152(4) . ? Co1 N6 2.152(4) . ? Co1 N4 2.163(4) . ? Co1 N5 2.167(4) . ? N1 C1 1.328(6) . ? N1 C5 1.344(6) . ? C1 C2 1.393(7) . ? C1 H1A 0.9500 . ? N2 C6 1.259(6) . ? N2 C7 1.477(6) . ? C2 C3 1.391(8) . ? C2 H2A 0.9500 . ? C3 C4 1.352(8) . ? C3 H3A 0.9500 . ? C4 C5 1.393(7) . ? C4 H4A 0.9500 . ? C5 C6 1.464(7) . ? C6 H6A 0.9500 . ? C7 C8 1.520(7) . ? C7 C9 1.523(8) . ? C7 H7A 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.402(9) . ? C9 C10 1.417(10) . ? C10 C11 1.431(11) . ? C10 H10A 0.9500 . ? C11 C12 1.372(14) . ? C11 H11A 0.9500 . ? C12 C13 1.355(14) . ? C12 H12A 0.9500 . ? C13 C14 1.403(10) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? N3 C15 1.354(6) . ? N3 C19 1.359(6) . ? C15 C16 1.366(8) . ? C15 H15A 0.9500 . ? C16 C17 1.387(8) . ? C16 H16A 0.9500 . ? C17 C18 1.388(7) . ? C17 H17A 0.9500 . ? C18 C19 1.384(7) . ? C18 H18A 0.9500 . ? C19 C20 1.450(8) . ? C20 N4 1.284(7) . ? C20 H20A 0.9500 . ? N4 C21 1.477(6) . ? C21 C23 1.521(8) . ? C21 C22 1.530(8) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.402(8) . ? C23 C24 1.408(8) . ? C24 C25 1.353(10) . ? C24 H24A 0.9500 . ? C25 C26 1.358(10) . ? C25 H25A 0.9500 . ? C26 C27 1.433(10) . ? C26 H26A 0.9500 . ? C27 C28 1.372(9) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? N5 C29 1.329(7) . ? N5 C33 1.349(6) . ? C29 C30 1.389(8) . ? C29 H29A 0.9500 . ? C30 C31 1.351(8) . ? C30 H30A 0.9500 . ? C31 C32 1.401(8) . ? C31 H31A 0.9500 . ? C32 C33 1.383(7) . ? C32 H32A 0.9500 . ? C33 C34 1.460(7) . ? C34 N6 1.287(7) . ? C34 H34A 0.9500 . ? N6 C35 1.472(6) . ? C35 C36 1.521(7) . ? C35 C37 1.528(7) . ? C35 H35A 1.0000 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C42 1.362(7) . ? C37 C38 1.396(8) . ? C38 C39 1.380(9) . ? C38 H38A 0.9500 . ? C39 C40 1.352(10) . ? C39 H39A 0.9500 . ? C40 C41 1.360(10) . ? C40 H40A 0.9500 . ? C41 C42 1.406(8) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? P1 F1 1.584(4) . ? P1 F5 1.596(3) . ? P1 F4 1.596(3) . ? P1 F2 1.602(3) . ? P1 F6 1.604(3) . ? P1 F3 1.606(4) . ? P2 F11 1.584(4) . ? P2 F7 1.590(4) . ? P2 F12 1.594(4) . ? P2 F9 1.595(4) . ? P2 F10 1.611(3) . ? P2 F8 1.614(4) . ? O100 C101 1.198(17) . ? O200 C201 1.56(2) . ? O300 C301 1.69(2) . ? O400 C401 1.70(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Co1 N3 88.83(15) . . ? N1 Co1 N2 77.61(15) . . ? N3 Co1 N2 93.83(15) . . ? N1 Co1 N6 92.82(15) . . ? N3 Co1 N6 169.08(15) . . ? N2 Co1 N6 97.07(15) . . ? N1 Co1 N4 165.86(15) . . ? N3 Co1 N4 77.66(15) . . ? N2 Co1 N4 98.91(15) . . ? N6 Co1 N4 101.24(15) . . ? N1 Co1 N5 95.44(15) . . ? N3 Co1 N5 91.90(15) . . ? N2 Co1 N5 170.88(16) . . ? N6 Co1 N5 77.20(15) . . ? N4 Co1 N5 89.24(15) . . ? C1 N1 C5 118.5(4) . . ? C1 N1 Co1 127.6(3) . . ? C5 N1 Co1 113.6(3) . . ? N1 C1 C2 122.9(5) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C6 N2 C7 119.2(4) . . ? C6 N2 Co1 112.8(3) . . ? C7 N2 Co1 127.8(3) . . ? C3 C2 C1 117.9(5) . . ? C3 C2 H2A 121.0 . . ? C1 C2 H2A 121.0 . . ? C4 C3 C2 119.2(5) . . ? C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C3 C4 C5 119.9(5) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? N1 C5 C4 121.5(5) . . ? N1 C5 C6 115.0(4) . . ? C4 C5 C6 123.5(5) . . ? N2 C6 C5 120.7(5) . . ? N2 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 . . ? N2 C7 C8 115.6(5) . . ? N2 C7 C9 109.3(4) . . ? C8 C7 C9 109.8(4) . . ? N2 C7 H7A 107.3 . . ? C8 C7 H7A 107.3 . . ? C9 C7 H7A 107.3 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 121.5(6) . . ? C14 C9 C7 120.8(6) . . ? C10 C9 C7 117.4(6) . . ? C9 C10 C11 118.0(8) . . ? C9 C10 H10A 121.0 . . ? C11 C10 H10A 121.0 . . ? C12 C11 C10 118.1(9) . . ? C12 C11 H11A 121.0 . . ? C10 C11 H11A 121.0 . . ? C13 C12 C11 124.3(9) . . ? C13 C12 H12A 117.8 . . ? C11 C12 H12A 117.8 . . ? C12 C13 C14 119.5(9) . . ? C12 C13 H13A 120.2 . . ? C14 C13 H13A 120.2 . . ? C9 C14 C13 118.6(8) . . ? C9 C14 H14A 120.7 . . ? C13 C14 H14A 120.7 . . ? C15 N3 C19 118.2(4) . . ? C15 N3 Co1 128.7(3) . . ? C19 N3 Co1 112.9(3) . . ? N3 C15 C16 122.1(5) . . ? N3 C15 H15A 118.9 . . ? C16 C15 H15A 118.9 . . ? C15 C16 C17 120.1(5) . . ? C15 C16 H16A 120.0 . . ? C17 C16 H16A 120.0 . . ? C16 C17 C18 118.3(5) . . ? C16 C17 H17A 120.8 . . ? C18 C17 H17A 120.8 . . ? C19 C18 C17 119.3(5) . . ? C19 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? N3 C19 C18 121.9(5) . . ? N3 C19 C20 116.3(4) . . ? C18 C19 C20 121.7(5) . . ? N4 C20 C19 119.9(4) . . ? N4 C20 H20A 120.0 . . ? C19 C20 H20A 120.0 . . ? C20 N4 C21 118.3(4) . . ? C20 N4 Co1 113.0(3) . . ? C21 N4 Co1 128.7(3) . . ? N4 C21 C23 108.8(4) . . ? N4 C21 C22 116.5(5) . . ? C23 C21 C22 108.7(5) . . ? N4 C21 H21A 107.5 . . ? C23 C21 H21A 107.5 . . ? C22 C21 H21A 107.5 . . ? 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 . . ? C28 C23 C24 119.1(6) . . ? C28 C23 C21 120.6(5) . . ? C24 C23 C21 120.1(5) . . ? C25 C24 C23 120.3(6) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 121.2(6) . . ? C24 C25 H25A 119.4 . . ? C26 C25 H25A 119.4 . . ? C25 C26 C27 120.2(6) . . ? C25 C26 H26A 119.9 . . ? C27 C26 H26A 119.9 . . ? C28 C27 C26 118.6(7) . . ? C28 C27 H27A 120.7 . . ? C26 C27 H27A 120.7 . . ? C27 C28 C23 120.4(6) . . ? C27 C28 H28A 119.8 . . ? C23 C28 H28A 119.8 . . ? C29 N5 C33 117.8(4) . . ? C29 N5 Co1 129.3(4) . . ? C33 N5 Co1 112.8(3) . . ? N5 C29 C30 122.8(5) . . ? N5 C29 H29A 118.6 . . ? C30 C29 H29A 118.6 . . ? C31 C30 C29 119.4(5) . . ? C31 C30 H30A 120.3 . . ? C29 C30 H30A 120.3 . . ? C30 C31 C32 119.1(5) . . ? C30 C31 H31A 120.4 . . ? C32 C31 H31A 120.4 . . ? C33 C32 C31 118.1(5) . . ? C33 C32 H32A 120.9 . . ? C31 C32 H32A 120.9 . . ? N5 C33 C32 122.7(5) . . ? N5 C33 C34 116.5(4) . . ? C32 C33 C34 120.8(5) . . ? N6 C34 C33 119.4(5) . . ? N6 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? C34 N6 C35 119.2(4) . . ? C34 N6 Co1 114.1(3) . . ? C35 N6 Co1 126.7(3) . . ? N6 C35 C36 115.3(4) . . ? N6 C35 C37 109.8(4) . . ? C36 C35 C37 110.4(4) . . ? N6 C35 H35A 107.0 . . ? C36 C35 H35A 107.0 . . ? C37 C35 H35A 107.0 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C42 C37 C38 118.7(5) . . ? C42 C37 C35 122.4(5) . . ? C38 C37 C35 118.7(5) . . ? C39 C38 C37 120.1(6) . . ? C39 C38 H38A 119.9 . . ? C37 C38 H38A 119.9 . . ? C40 C39 C38 120.6(6) . . ? C40 C39 H39A 119.7 . . ? C38 C39 H39A 119.7 . . ? C39 C40 C41 120.4(6) . . ? C39 C40 H40A 119.8 . . ? C41 C40 H40A 119.8 . . ? C40 C41 C42 119.8(6) . . ? C40 C41 H41A 120.1 . . ? C42 C41 H41A 120.1 . . ? C37 C42 C41 120.3(6) . . ? C37 C42 H42A 119.9 . . ? C41 C42 H42A 119.9 . . ? F1 P1 F5 90.6(2) . . ? F1 P1 F4 90.7(2) . . ? F5 P1 F4 90.49(19) . . ? F1 P1 F2 179.7(2) . . ? F5 P1 F2 89.60(19) . . ? F4 P1 F2 89.56(18) . . ? F1 P1 F6 90.9(2) . . ? F5 P1 F6 178.4(2) . . ? F4 P1 F6 90.08(18) . . ? F2 P1 F6 88.88(18) . . ? F1 P1 F3 90.7(2) . . ? F5 P1 F3 90.25(19) . . ? F4 P1 F3 178.4(2) . . ? F2 P1 F3 89.1(2) . . ? F6 P1 F3 89.14(18) . . ? F11 P2 F7 90.9(2) . . ? F11 P2 F12 178.7(2) . . ? F7 P2 F12 90.3(2) . . ? F11 P2 F9 89.7(2) . . ? F7 P2 F9 91.0(2) . . ? F12 P2 F9 90.8(2) . . ? F11 P2 F10 90.0(2) . . ? F7 P2 F10 90.0(2) . . ? F12 P2 F10 89.5(2) . . ? F9 P2 F10 179.0(2) . . ? F11 P2 F8 89.1(2) . . ? F7 P2 F8 179.3(2) . . ? F12 P2 F8 89.7(2) . . ? F9 P2 F8 89.7(2) . . ? F10 P2 F8 89.3(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C7 H7A F11 1.00 2.58 3.300(6) 128.8 . C21 H21A F9 1.00 2.75 3.731(7) 168.3 . C35 H35A F9 1.00 2.46 3.321(6) 143.5 . C6 H6A F10 0.95 2.46 3.363(6) 158.1 2_545 C4 H4A F11 0.95 2.54 3.434(7) 157.1 2_545 C20 H20A F2 0.95 2.46 3.252(6) 140.2 2_646 C18 H18A F2 0.95 2.48 3.280(6) 141.3 2_646 C34 H34A F3 0.95 2.80 3.634(6) 147.6 2_546 C34 H34A F6 0.95 2.60 3.451(6) 148.7 2_546 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.118 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.099 # Attachment '- rvg3corrected.cif' data_rvg3 _database_code_depnum_ccdc_archive 'CCDC 821026' #TrackingRef '- rvg3corrected.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H51 Co F18 N9 P3' _chemical_formula_weight 1247.82 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.978 _cell_length_b 11.769 _cell_length_c 18.739 _cell_angle_alpha 90.00 _cell_angle_beta 92.09 _cell_angle_gamma 90.00 _cell_volume 2639.9 _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6258 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 0.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9014 _exptl_absorpt_correction_T_max 0.9896 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. Several DELU and SIUM retraints were used to give the thermal parameters of the disordered solvent acetonitrile molecules reasonable thermal parameters in line with atoms in a similar chemical environment. ; _diffrn_ambient_temperature 120(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 47585 _diffrn_reflns_av_R_equivalents 0.0919 _diffrn_reflns_av_sigmaI/netI 0.0724 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.48 _reflns_number_total 11835 _reflns_number_gt 9458 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+7.4405P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 5529 Friedel pairs' _refine_ls_abs_structure_Flack 0.08(1) _chemical_absolute_configuration rmad _refine_ls_number_reflns 11835 _refine_ls_number_parameters 734 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.0966 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.1382 _refine_ls_wR_factor_gt 0.1221 _refine_ls_goodness_of_fit_ref 1.170 _refine_ls_restrained_S_all 1.169 _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 P10 P 0.94758(13) 0.62204(14) 0.88009(8) 0.0296(3) Uani 1 1 d . . . F11 F 0.9608(3) 0.7586(3) 0.8792(2) 0.0516(11) Uani 1 1 d . . . F12 F 0.9328(3) 0.4874(3) 0.8818(2) 0.0488(10) Uani 1 1 d . . . F13 F 1.0768(3) 0.6079(3) 0.86268(18) 0.0426(9) Uani 1 1 d . . . F14 F 0.8191(3) 0.6368(3) 0.89876(19) 0.0425(9) Uani 1 1 d . . . F15 F 0.9141(3) 0.6265(4) 0.79714(18) 0.0580(11) Uani 1 1 d . . . F16 F 0.9807(3) 0.6211(4) 0.96299(17) 0.0444(9) Uani 1 1 d . . . P20 P 0.44251(14) 0.63316(15) 0.00158(8) 0.0344(4) Uani 1 1 d . . . F21 F 0.4381(3) 0.7674(3) -0.0108(2) 0.0444(9) Uani 1 1 d . . . F22 F 0.4472(4) 0.4985(3) 0.0137(2) 0.0580(12) Uani 1 1 d . . . F23 F 0.3262(3) 0.6403(4) 0.0411(2) 0.0515(10) Uani 1 1 d . . . F24 F 0.5592(3) 0.6284(4) -0.0371(2) 0.0516(10) Uani 1 1 d . . . F25 F 0.3774(3) 0.6146(4) -0.0732(2) 0.0552(10) Uani 1 1 d . . . F26 F 0.5077(3) 0.6529(4) 0.07664(18) 0.0516(11) Uani 1 1 d . . . P30 P 0.75816(14) 0.69734(14) 0.53530(9) 0.0330(4) Uani 1 1 d . . . F31 F 0.7118(3) 0.8237(3) 0.5467(2) 0.0516(11) Uani 1 1 d . . . F32 F 0.8037(4) 0.5708(3) 0.5248(2) 0.0574(11) Uani 1 1 d . . . F33 F 0.8549(3) 0.7204(4) 0.5942(3) 0.0659(13) Uani 1 1 d . . . F34 F 0.6588(4) 0.6730(5) 0.4782(2) 0.0730(14) Uani 1 1 d . . . F35 F 0.8356(4) 0.7412(4) 0.4748(3) 0.0760(16) Uani 1 1 d . . . F36 F 0.6787(3) 0.6540(3) 0.59606(19) 0.0458(9) Uani 1 1 d . . . Co1 Co 0.32238(5) 0.88494(6) 0.73209(3) 0.01741(14) Uani 1 1 d . . . N101 N 0.2841(4) 0.7253(3) 0.7297(2) 0.0194(9) Uani 1 1 d . . . C102 C 0.3438(5) 0.6379(5) 0.7534(3) 0.0290(12) Uani 1 1 d . . . H10A H 0.4183 0.6503 0.7708 0.035 Uiso 1 1 calc R . . C103 C 0.3006(5) 0.5282(5) 0.7535(3) 0.0314(13) Uani 1 1 d . . . H10B H 0.3449 0.4670 0.7717 0.038 Uiso 1 1 calc R . . C104 C 0.1933(5) 0.5083(5) 0.7273(3) 0.0352(14) Uani 1 1 d . . . H10C H 0.1628 0.4338 0.7271 0.042 Uiso 1 1 calc R . . C105 C 0.1309(5) 0.5996(4) 0.7011(3) 0.0263(12) Uani 1 1 d . . . H10D H 0.0575 0.5883 0.6814 0.032 Uiso 1 1 calc R . . C106 C 0.1768(4) 0.7071(5) 0.7040(3) 0.0231(11) Uani 1 1 d . . . C107 C 0.1183(4) 0.8100(5) 0.6830(3) 0.0211(11) Uani 1 1 d . . . H10E H 0.0441 0.8077 0.6633 0.025 Uiso 1 1 calc R . . N108 N 0.1704(3) 0.9048(4) 0.6918(2) 0.0193(9) Uani 1 1 d . . . C109 C 0.1129(4) 1.0133(4) 0.6773(3) 0.0221(11) Uani 1 1 d . . . H10F H 0.1697 1.0685 0.6605 0.026 Uiso 1 1 calc R . . C110 C 0.0656(4) 1.0611(5) 0.7463(3) 0.0223(11) Uani 1 1 d . . . C111 C 0.0660(5) 1.1785(5) 0.7560(3) 0.0298(13) Uani 1 1 d . . . H11H H 0.0989 1.2264 0.7218 0.036 Uiso 1 1 calc R . . C112 C 0.0183(5) 1.2253(5) 0.8155(4) 0.0366(15) Uani 1 1 d . . . H11G H 0.0188 1.3054 0.8220 0.044 Uiso 1 1 calc R . . C113 C -0.0299(5) 1.1566(6) 0.8653(3) 0.0372(16) Uani 1 1 d . . . H11F H -0.0616 1.1890 0.9064 0.045 Uiso 1 1 calc R . . C114 C -0.0319(5) 1.0410(6) 0.8553(3) 0.0329(14) Uani 1 1 d . . . H11E H -0.0661 0.9937 0.8893 0.040 Uiso 1 1 calc R . . C115 C 0.0156(4) 0.9924(5) 0.7959(3) 0.0264(12) Uani 1 1 d . . . H11D H 0.0138 0.9123 0.7895 0.032 Uiso 1 1 calc R . . C116 C 0.0193(5) 1.0066(5) 0.6201(3) 0.0313(13) Uani 1 1 d . . . H11A H 0.0489 0.9762 0.5759 0.047 Uiso 1 1 calc R . . H11B H -0.0112 1.0827 0.6111 0.047 Uiso 1 1 calc R . . H11C H -0.0399 0.9565 0.6364 0.047 Uiso 1 1 calc R . . N201 N 0.4725(3) 0.8578(3) 0.7694(2) 0.0205(9) Uani 1 1 d . . . C202 C 0.5103(5) 0.8507(5) 0.8382(3) 0.0298(13) Uani 1 1 d . . . H20A H 0.4587 0.8589 0.8752 0.036 Uiso 1 1 calc R . . C203 C 0.6223(5) 0.8319(5) 0.8564(3) 0.0307(13) Uani 1 1 d . . . H20B H 0.6464 0.8273 0.9051 0.037 Uiso 1 1 calc R . . C204 C 0.6988(5) 0.8200(5) 0.8030(3) 0.0318(13) Uani 1 1 d . . . H20C H 0.7756 0.8071 0.8146 0.038 Uiso 1 1 calc R . . C205 C 0.6607(5) 0.8274(5) 0.7320(3) 0.0271(12) Uani 1 1 d . . . H20D H 0.7111 0.8202 0.6943 0.033 Uiso 1 1 calc R . . C206 C 0.5482(4) 0.8454(4) 0.7174(3) 0.0220(11) Uani 1 1 d . . . C207 C 0.4985(4) 0.8528(4) 0.6462(3) 0.0216(11) Uani 1 1 d . . . H20E H 0.5429 0.8456 0.6055 0.026 Uiso 1 1 calc R . . N208 N 0.3924(3) 0.8693(4) 0.6395(2) 0.0195(9) Uani 1 1 d . . . C209 C 0.3366(4) 0.8687(5) 0.5666(3) 0.0250(12) Uani 1 1 d . . . H20F H 0.2769 0.9281 0.5662 0.030 Uiso 1 1 calc R . . C210 C 0.2790(5) 0.7531(5) 0.5551(3) 0.0246(12) Uani 1 1 d . . . C211 C 0.1688(4) 0.7492(5) 0.5304(3) 0.0275(12) Uani 1 1 d . . . H21D H 0.1298 0.8177 0.5197 0.033 Uiso 1 1 calc R . . C212 C 0.1152(5) 0.6458(6) 0.5212(3) 0.0354(14) Uani 1 1 d . . . H21E H 0.0383 0.6442 0.5069 0.042 Uiso 1 1 calc R . . C213 C 0.1713(5) 0.5460(6) 0.5324(3) 0.0350(15) Uani 1 1 d . . . H21F H 0.1341 0.4753 0.5256 0.042 Uiso 1 1 calc R . . C214 C 0.2840(5) 0.5490(5) 0.5541(3) 0.0327(13) Uani 1 1 d . . . H21G H 0.3239 0.4800 0.5615 0.039 Uiso 1 1 calc R . . C215 C 0.3384(5) 0.6527(5) 0.5650(3) 0.0260(12) Uani 1 1 d . . . H21H H 0.4154 0.6546 0.5790 0.031 Uiso 1 1 calc R . . C216 C 0.4139(4) 0.8965(5) 0.5065(3) 0.0285(12) Uani 1 1 d . . . H21A H 0.4492 0.9705 0.5156 0.043 Uiso 1 1 calc R . . H21B H 0.3706 0.8991 0.4611 0.043 Uiso 1 1 calc R . . H21C H 0.4717 0.8378 0.5041 0.043 Uiso 1 1 calc R . . N301 N 0.2668(3) 0.9024(4) 0.8274(2) 0.0193(9) Uani 1 1 d . . . C302 C 0.2269(4) 0.8227(5) 0.8699(3) 0.0239(11) Uani 1 1 d . . . H30A H 0.2203 0.7468 0.8530 0.029 Uiso 1 1 calc R . . C303 C 0.1948(5) 0.8487(5) 0.9385(3) 0.0258(12) Uani 1 1 d . . . H30B H 0.1654 0.7909 0.9678 0.031 Uiso 1 1 calc R . . C304 C 0.2055(5) 0.9588(5) 0.9643(3) 0.0284(13) Uani 1 1 d . . . H30C H 0.1843 0.9770 1.0113 0.034 Uiso 1 1 calc R . . C305 C 0.2474(4) 1.0409(5) 0.9205(3) 0.0264(12) Uani 1 1 d . . . H30D H 0.2563 1.1169 0.9369 0.032 Uiso 1 1 calc R . . C306 C 0.2768(4) 1.0112(4) 0.8516(3) 0.0198(10) Uani 1 1 d . . . C307 C 0.3217(4) 1.0886(4) 0.8007(3) 0.0216(11) Uani 1 1 d . . . H30E H 0.3310 1.1671 0.8113 0.026 Uiso 1 1 calc R . . N308 N 0.3488(4) 1.0469(4) 0.7398(2) 0.0188(9) Uani 1 1 d . . . C309 C 0.4021(4) 1.1196(4) 0.6860(3) 0.0192(10) Uani 1 1 d . . . H30F H 0.3812 1.0883 0.6377 0.023 Uiso 1 1 calc R . . C310 C 0.5280(4) 1.1153(4) 0.6949(3) 0.0211(10) Uani 1 1 d . . . C311 C 0.5935(4) 1.1142(5) 0.6349(3) 0.0269(11) Uani 1 1 d . . . H31D H 0.5585 1.1118 0.5886 0.032 Uiso 1 1 calc R . . C312 C 0.7083(5) 1.1164(6) 0.6419(3) 0.0338(13) Uani 1 1 d . . . H31E H 0.7518 1.1145 0.6005 0.041 Uiso 1 1 calc R . . C313 C 0.7605(4) 1.1214(5) 0.7086(3) 0.0322(13) Uani 1 1 d . . . H31F H 0.8397 1.1238 0.7132 0.039 Uiso 1 1 calc R . . C314 C 0.6967(4) 1.1229(5) 0.7690(3) 0.0277(12) Uani 1 1 d . . . H31G H 0.7322 1.1259 0.8152 0.033 Uiso 1 1 calc R . . C315 C 0.5810(4) 1.1201(5) 0.7619(3) 0.0237(11) Uani 1 1 d . . . H31H H 0.5377 1.1216 0.8034 0.028 Uiso 1 1 calc R . . C316 C 0.3628(5) 1.2443(5) 0.6877(3) 0.0280(12) Uani 1 1 d . . . H31A H 0.2812 1.2471 0.6819 0.042 Uiso 1 1 calc R . . H31B H 0.3962 1.2865 0.6488 0.042 Uiso 1 1 calc R . . H31C H 0.3859 1.2786 0.7335 0.042 Uiso 1 1 calc R . . N401 N 0.9801(5) 0.3681(6) 0.6295(3) 0.0574(17) Uani 1 1 d . . . C402 C 0.9002(5) 0.3948(6) 0.6545(3) 0.0397(14) Uani 1 1 d . . . C403 C 0.7976(6) 0.4311(6) 0.6876(4) 0.0458(17) Uani 1 1 d . . . H40C H 0.8126 0.4436 0.7387 0.069 Uiso 1 1 calc R . . H40B H 0.7405 0.3720 0.6809 0.069 Uiso 1 1 calc R . . H40A H 0.7710 0.5018 0.6653 0.069 Uiso 1 1 calc R . . N501 N 0.2865(5) 0.3332(4) 0.8707(3) 0.0465(14) Uani 1 1 d . . . C502 C 0.2397(5) 0.3654(5) 0.9189(3) 0.0368(14) Uani 1 1 d . . . C503 C 0.1781(6) 0.4060(6) 0.9793(3) 0.0455(17) Uani 1 1 d . . . H50C H 0.2211 0.4658 1.0042 0.068 Uiso 1 1 calc R . . H50B H 0.1657 0.3429 1.0122 0.068 Uiso 1 1 calc R . . H50A H 0.1059 0.4367 0.9622 0.068 Uiso 1 1 calc R . . C602 C 0.4070(7) 0.9682(8) 0.1908(5) 0.064(2) Uani 1 1 d U . . N601 N 0.4153(16) 1.040(2) 0.2331(12) 0.068(4) Uani 0.57(4) 1 d PU A 1 C603 C 0.398(2) 0.904(3) 0.1242(15) 0.051(4) Uani 0.57(4) 1 d PU A 1 N61A N 0.440(2) 0.988(3) 0.2520(14) 0.066(4) Uani 0.43(4) 1 d PU A 2 C63A C 0.363(3) 0.896(4) 0.1291(19) 0.049(4) Uani 0.43(4) 1 d PU 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 P10 0.0297(8) 0.0316(8) 0.0277(8) 0.0060(7) 0.0021(6) -0.0016(7) F11 0.045(2) 0.029(2) 0.081(3) 0.013(2) -0.001(2) -0.0044(18) F12 0.048(2) 0.029(2) 0.071(3) -0.0054(18) 0.011(2) -0.0026(17) F13 0.0324(18) 0.055(2) 0.040(2) 0.0012(18) 0.0107(15) -0.0042(17) F14 0.0296(18) 0.045(2) 0.054(2) 0.0110(19) 0.0099(16) 0.0026(17) F15 0.051(2) 0.094(3) 0.0286(19) 0.002(2) -0.0002(16) 0.000(3) F16 0.048(2) 0.058(2) 0.0269(18) 0.0010(18) 0.0010(15) 0.007(2) P20 0.0394(9) 0.0349(9) 0.0289(8) 0.0069(7) 0.0028(6) 0.0052(7) F21 0.063(3) 0.0309(19) 0.040(2) 0.0017(16) 0.0059(18) 0.0050(18) F22 0.069(3) 0.039(2) 0.067(3) 0.018(2) 0.016(2) 0.012(2) F23 0.042(2) 0.054(3) 0.059(2) 0.007(2) 0.0112(18) 0.002(2) F24 0.054(2) 0.056(2) 0.047(2) 0.008(2) 0.0168(18) 0.010(2) F25 0.073(3) 0.052(2) 0.039(2) -0.007(2) -0.0150(19) 0.002(2) F26 0.050(2) 0.073(3) 0.0305(19) 0.007(2) -0.0045(17) 0.008(2) P30 0.0351(8) 0.0339(8) 0.0305(8) -0.0011(7) 0.0068(7) 0.0034(7) F31 0.053(2) 0.033(2) 0.071(3) 0.0111(19) 0.026(2) 0.0083(18) F32 0.073(3) 0.036(2) 0.064(3) -0.013(2) 0.010(2) 0.018(2) F33 0.043(2) 0.068(3) 0.085(3) -0.026(3) -0.016(2) -0.002(2) F34 0.076(3) 0.099(4) 0.042(2) -0.009(2) -0.023(2) 0.005(3) F35 0.088(4) 0.062(3) 0.083(3) 0.019(3) 0.061(3) 0.012(3) F36 0.054(2) 0.040(2) 0.044(2) 0.0051(17) 0.0202(18) -0.0023(18) Co1 0.0179(3) 0.0168(3) 0.0176(3) -0.0002(3) 0.0013(2) 0.0014(3) N101 0.025(2) 0.019(2) 0.015(2) 0.0001(17) 0.0056(17) 0.0003(18) C102 0.035(3) 0.024(3) 0.028(3) -0.006(2) 0.001(2) 0.008(2) C103 0.040(3) 0.020(3) 0.035(3) 0.000(2) 0.008(3) 0.003(2) C104 0.046(4) 0.020(3) 0.041(4) -0.001(3) 0.019(3) 0.000(3) C105 0.028(3) 0.025(3) 0.027(3) -0.004(2) 0.010(2) -0.005(2) C106 0.026(3) 0.028(3) 0.016(3) -0.005(2) 0.007(2) -0.003(2) C107 0.014(2) 0.034(3) 0.015(2) -0.006(2) 0.0038(19) -0.005(2) N108 0.019(2) 0.024(3) 0.0145(19) 0.0006(17) 0.0016(16) 0.0026(18) C109 0.022(3) 0.022(3) 0.023(3) 0.001(2) 0.000(2) 0.004(2) C110 0.017(2) 0.025(3) 0.024(3) 0.001(2) -0.002(2) 0.002(2) C111 0.026(3) 0.026(3) 0.037(3) -0.003(2) 0.001(2) 0.002(2) C112 0.024(3) 0.037(4) 0.049(4) -0.011(3) -0.004(3) 0.006(3) C113 0.028(3) 0.057(4) 0.027(3) -0.012(3) 0.003(2) 0.016(3) C114 0.024(3) 0.045(4) 0.030(3) 0.001(3) 0.003(2) 0.005(3) C115 0.022(3) 0.030(3) 0.028(3) 0.002(2) 0.005(2) 0.010(2) C116 0.027(3) 0.045(4) 0.021(3) 0.006(3) -0.003(2) 0.012(3) N201 0.020(2) 0.020(2) 0.022(2) 0.0016(17) 0.0004(17) 0.0045(16) C202 0.033(3) 0.032(3) 0.024(3) 0.001(2) 0.002(2) 0.002(2) C203 0.032(3) 0.030(3) 0.029(3) 0.003(2) -0.009(2) 0.011(3) C204 0.019(3) 0.033(3) 0.043(3) 0.004(3) -0.001(2) 0.004(2) C205 0.025(3) 0.031(3) 0.026(3) 0.001(2) 0.001(2) 0.003(2) C206 0.018(2) 0.026(3) 0.023(3) -0.004(2) 0.004(2) 0.004(2) C207 0.019(2) 0.019(3) 0.027(3) -0.004(2) 0.004(2) 0.0004(19) N208 0.0176(19) 0.020(2) 0.021(2) -0.0014(18) 0.0027(16) 0.0026(18) C209 0.029(3) 0.022(3) 0.024(3) 0.001(2) 0.000(2) 0.002(2) C210 0.031(3) 0.029(3) 0.014(3) -0.005(2) 0.003(2) -0.003(2) C211 0.023(3) 0.043(3) 0.016(3) -0.009(2) 0.003(2) 0.001(2) C212 0.026(3) 0.052(4) 0.028(3) -0.011(3) 0.008(2) -0.009(3) C213 0.037(3) 0.042(4) 0.027(3) -0.010(3) 0.008(3) -0.017(3) C214 0.044(4) 0.027(3) 0.027(3) -0.009(2) 0.008(3) -0.004(3) C215 0.030(3) 0.029(3) 0.020(3) -0.002(2) 0.004(2) 0.002(2) C216 0.036(3) 0.028(3) 0.022(3) -0.001(3) 0.001(2) -0.002(3) N301 0.0178(19) 0.023(3) 0.017(2) -0.0022(18) 0.0011(16) 0.0052(18) C302 0.017(3) 0.030(3) 0.025(3) 0.006(2) 0.005(2) 0.004(2) C303 0.030(3) 0.028(3) 0.020(3) 0.002(2) 0.007(2) -0.002(2) C304 0.025(3) 0.040(3) 0.021(3) -0.004(2) 0.004(2) 0.003(2) C305 0.027(3) 0.028(3) 0.024(3) -0.003(2) 0.002(2) 0.005(2) C306 0.010(2) 0.024(3) 0.025(3) -0.004(2) 0.0032(19) 0.0003(19) C307 0.017(2) 0.020(3) 0.027(3) -0.001(2) -0.001(2) 0.0021(19) N308 0.021(2) 0.014(2) 0.021(2) 0.0014(17) 0.0001(18) 0.0049(17) C309 0.016(2) 0.019(2) 0.023(2) 0.000(2) 0.0020(19) -0.001(2) C310 0.021(2) 0.018(2) 0.025(3) 0.000(2) 0.004(2) -0.002(2) C311 0.032(3) 0.029(3) 0.020(3) 0.000(2) 0.001(2) -0.003(2) C312 0.030(3) 0.040(3) 0.032(3) -0.001(3) 0.013(2) 0.001(3) C313 0.018(3) 0.037(3) 0.042(3) -0.002(3) 0.004(2) 0.005(3) C314 0.019(3) 0.037(3) 0.026(3) -0.001(3) -0.006(2) 0.001(2) C315 0.023(3) 0.024(3) 0.024(3) -0.005(2) 0.007(2) 0.000(2) C316 0.030(3) 0.022(3) 0.033(3) 0.003(2) 0.003(2) 0.004(2) N401 0.052(4) 0.059(5) 0.061(4) 0.002(3) 0.007(3) 0.006(3) C402 0.044(3) 0.036(3) 0.039(3) 0.005(3) 0.001(3) -0.010(3) C403 0.047(4) 0.038(4) 0.052(4) 0.001(3) 0.006(3) 0.001(3) N501 0.069(4) 0.028(3) 0.044(3) -0.003(2) 0.012(3) -0.002(3) C502 0.044(3) 0.024(4) 0.042(4) -0.002(3) -0.005(3) -0.001(3) C503 0.047(4) 0.053(5) 0.036(4) 0.002(3) 0.004(3) 0.008(3) C602 0.055(4) 0.069(5) 0.069(4) -0.016(4) 0.015(4) -0.019(4) N601 0.053(7) 0.069(9) 0.082(9) -0.025(6) 0.017(6) -0.015(7) C603 0.058(10) 0.049(7) 0.046(6) 0.004(5) -0.002(8) -0.016(9) N61A 0.051(8) 0.076(10) 0.071(7) -0.023(8) 0.013(7) -0.022(8) C63A 0.056(11) 0.052(8) 0.039(7) 0.004(6) 0.013(8) -0.005(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P10 F16 1.589(4) . ? P10 F15 1.592(4) . ? P10 F12 1.594(4) . ? P10 F14 1.601(3) . ? P10 F13 1.602(3) . ? P10 F11 1.615(4) . ? P20 F25 1.593(4) . ? P20 F21 1.597(4) . ? P20 F24 1.599(4) . ? P20 F26 1.600(4) . ? P20 F22 1.602(4) . ? P20 F23 1.603(4) . ? P30 F35 1.578(4) . ? P30 F36 1.594(4) . ? P30 F33 1.594(4) . ? P30 F34 1.596(4) . ? P30 F32 1.600(4) . ? P30 F31 1.605(4) . ? Co1 N201 1.932(4) . ? Co1 N101 1.934(4) . ? Co1 N308 1.937(4) . ? Co1 N301 1.939(4) . ? Co1 N108 1.959(4) . ? Co1 N208 1.962(4) . ? N101 C102 1.320(7) . ? N101 C106 1.373(7) . ? C102 C103 1.391(8) . ? C102 H10A 0.9500 . ? C103 C104 1.379(9) . ? C103 H10B 0.9500 . ? C104 C105 1.389(8) . ? C104 H10C 0.9500 . ? C105 C106 1.379(7) . ? C105 H10D 0.9500 . ? C106 C107 1.447(8) . ? C107 N108 1.285(7) . ? C107 H10E 0.9500 . ? N108 C109 1.472(6) . ? C109 C116 1.525(7) . ? C109 C110 1.537(7) . ? C109 H10F 1.0000 . ? C110 C115 1.385(8) . ? C110 C111 1.394(7) . ? C111 C112 1.385(8) . ? C111 H11H 0.9500 . ? C112 C113 1.378(9) . ? C112 H11G 0.9500 . ? C113 C114 1.373(9) . ? C113 H11F 0.9500 . ? C114 C115 1.391(8) . ? C114 H11E 0.9500 . ? C115 H11D 0.9500 . ? C116 H11A 0.9800 . ? C116 H11B 0.9800 . ? C116 H11C 0.9800 . ? N201 C202 1.354(7) . ? N201 C206 1.362(6) . ? C202 C203 1.390(8) . ? C202 H20A 0.9500 . ? C203 C204 1.388(8) . ? C203 H20B 0.9500 . ? C204 C205 1.394(8) . ? C204 H20C 0.9500 . ? C205 C206 1.381(7) . ? C205 H20D 0.9500 . ? C206 C207 1.443(7) . ? C207 N208 1.288(6) . ? C207 H20E 0.9500 . ? N208 C209 1.498(6) . ? C209 C216 1.519(7) . ? C209 C210 1.538(7) . ? C209 H20F 1.0000 . ? C210 C211 1.384(7) . ? C210 C215 1.388(8) . ? C211 C212 1.383(8) . ? C211 H21D 0.9500 . ? C212 C213 1.366(9) . ? C212 H21E 0.9500 . ? C213 C214 1.395(8) . ? C213 H21F 0.9500 . ? C214 C215 1.395(8) . ? C214 H21G 0.9500 . ? C215 H21H 0.9500 . ? C216 H21A 0.9800 . ? C216 H21B 0.9800 . ? C216 H21C 0.9800 . ? N301 C302 1.331(7) . ? N301 C306 1.363(7) . ? C302 C303 1.389(7) . ? C302 H30A 0.9500 . ? C303 C304 1.387(8) . ? C303 H30B 0.9500 . ? C304 C305 1.376(8) . ? C304 H30C 0.9500 . ? C305 C306 1.394(7) . ? C305 H30D 0.9500 . ? C306 C307 1.438(7) . ? C307 N308 1.294(6) . ? C307 H30E 0.9500 . ? N308 C309 1.485(6) . ? C309 C310 1.512(6) . ? C309 C316 1.542(7) . ? C309 H30F 1.0000 . ? C310 C315 1.388(7) . ? C310 C311 1.394(7) . ? C311 C312 1.377(7) . ? C311 H31D 0.9500 . ? C312 C313 1.377(8) . ? C312 H31E 0.9500 . ? C313 C314 1.390(7) . ? C313 H31F 0.9500 . ? C314 C315 1.387(7) . ? C314 H31G 0.9500 . ? C315 H31H 0.9500 . ? C316 H31A 0.9800 . ? C316 H31B 0.9800 . ? C316 H31C 0.9800 . ? N401 C402 1.126(8) . ? C402 C403 1.460(9) . ? C403 H40C 0.9800 . ? C403 H40B 0.9800 . ? C403 H40A 0.9800 . ? N501 C502 1.145(8) . ? C502 C503 1.454(9) . ? C503 H50C 0.9800 . ? C503 H50B 0.9800 . ? C503 H50A 0.9800 . ? C602 N601 1.156(17) . ? C602 N61A 1.22(3) . ? C602 C603 1.46(3) . ? C602 C63A 1.51(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F16 P10 F15 178.5(3) . . ? F16 P10 F12 89.8(2) . . ? F15 P10 F12 91.6(3) . . ? F16 P10 F14 89.7(2) . . ? F15 P10 F14 90.0(2) . . ? F12 P10 F14 89.7(2) . . ? F16 P10 F13 89.40(19) . . ? F15 P10 F13 90.9(2) . . ? F12 P10 F13 90.6(2) . . ? F14 P10 F13 179.1(2) . . ? F16 P10 F11 89.8(2) . . ? F15 P10 F11 88.8(3) . . ? F12 P10 F11 179.0(2) . . ? F14 P10 F11 89.4(2) . . ? F13 P10 F11 90.3(2) . . ? F25 P20 F21 89.8(2) . . ? F25 P20 F24 90.3(2) . . ? F21 P20 F24 89.7(2) . . ? F25 P20 F26 179.5(3) . . ? F21 P20 F26 89.8(2) . . ? F24 P20 F26 89.8(2) . . ? F25 P20 F22 90.1(3) . . ? F21 P20 F22 179.8(3) . . ? F24 P20 F22 90.2(2) . . ? F26 P20 F22 90.3(2) . . ? F25 P20 F23 90.4(2) . . ? F21 P20 F23 89.4(2) . . ? F24 P20 F23 178.9(3) . . ? F26 P20 F23 89.5(2) . . ? F22 P20 F23 90.8(2) . . ? F35 P30 F36 179.3(3) . . ? F35 P30 F33 90.6(3) . . ? F36 P30 F33 89.9(2) . . ? F35 P30 F34 91.2(3) . . ? F36 P30 F34 88.4(2) . . ? F33 P30 F34 178.2(3) . . ? F35 P30 F32 90.3(2) . . ? F36 P30 F32 90.3(2) . . ? F33 P30 F32 90.1(2) . . ? F34 P30 F32 90.0(3) . . ? F35 P30 F31 90.4(2) . . ? F36 P30 F31 89.0(2) . . ? F33 P30 F31 89.8(2) . . ? F34 P30 F31 90.1(3) . . ? F32 P30 F31 179.3(2) . . ? N201 Co1 N101 93.68(18) . . ? N201 Co1 N308 89.35(17) . . ? N101 Co1 N308 174.70(19) . . ? N201 Co1 N301 91.79(17) . . ? N101 Co1 N301 92.02(18) . . ? N308 Co1 N301 83.53(18) . . ? N201 Co1 N108 177.00(19) . . ? N101 Co1 N108 83.73(19) . . ? N308 Co1 N108 93.35(18) . . ? N301 Co1 N108 89.82(16) . . ? N201 Co1 N208 83.21(17) . . ? N101 Co1 N208 89.83(18) . . ? N308 Co1 N208 94.85(18) . . ? N301 Co1 N208 174.78(18) . . ? N108 Co1 N208 95.24(16) . . ? C102 N101 C106 119.0(5) . . ? C102 N101 Co1 128.6(4) . . ? C106 N101 Co1 112.2(3) . . ? N101 C102 C103 121.8(5) . . ? N101 C102 H10A 119.1 . . ? C103 C102 H10A 119.1 . . ? C104 C103 C102 119.9(6) . . ? C104 C103 H10B 120.0 . . ? C102 C103 H10B 120.0 . . ? C103 C104 C105 118.5(5) . . ? C103 C104 H10C 120.7 . . ? C105 C104 H10C 120.7 . . ? C106 C105 C104 119.1(5) . . ? C106 C105 H10D 120.4 . . ? C104 C105 H10D 120.4 . . ? N101 C106 C105 121.6(5) . . ? N101 C106 C107 113.7(5) . . ? C105 C106 C107 124.7(5) . . ? N108 C107 C106 117.6(5) . . ? N108 C107 H10E 121.2 . . ? C106 C107 H10E 121.2 . . ? C107 N108 C109 120.5(4) . . ? C107 N108 Co1 112.7(4) . . ? C109 N108 Co1 126.6(3) . . ? N108 C109 C116 114.3(4) . . ? N108 C109 C110 110.3(4) . . ? C116 C109 C110 109.1(4) . . ? N108 C109 H10F 107.6 . . ? C116 C109 H10F 107.6 . . ? C110 C109 H10F 107.6 . . ? C115 C110 C111 119.4(5) . . ? C115 C110 C109 122.2(5) . . ? C111 C110 C109 118.2(5) . . ? C112 C111 C110 120.0(6) . . ? C112 C111 H11H 120.0 . . ? C110 C111 H11H 120.0 . . ? C113 C112 C111 120.5(6) . . ? C113 C112 H11G 119.8 . . ? C111 C112 H11G 119.8 . . ? C114 C113 C112 119.6(6) . . ? C114 C113 H11F 120.2 . . ? C112 C113 H11F 120.2 . . ? C113 C114 C115 120.8(6) . . ? C113 C114 H11E 119.6 . . ? C115 C114 H11E 119.6 . . ? C110 C115 C114 119.7(6) . . ? C110 C115 H11D 120.1 . . ? C114 C115 H11D 120.1 . . ? C109 C116 H11A 109.5 . . ? C109 C116 H11B 109.5 . . ? H11A C116 H11B 109.5 . . ? C109 C116 H11C 109.5 . . ? H11A C116 H11C 109.5 . . ? H11B C116 H11C 109.5 . . ? C202 N201 C206 117.8(4) . . ? C202 N201 Co1 128.9(4) . . ? C206 N201 Co1 113.2(3) . . ? N201 C202 C203 121.9(5) . . ? N201 C202 H20A 119.0 . . ? C203 C202 H20A 119.0 . . ? C204 C203 C202 119.8(5) . . ? C204 C203 H20B 120.1 . . ? C202 C203 H20B 120.1 . . ? C203 C204 C205 118.6(5) . . ? C203 C204 H20C 120.7 . . ? C205 C204 H20C 120.7 . . ? C206 C205 C204 118.8(5) . . ? C206 C205 H20D 120.6 . . ? C204 C205 H20D 120.6 . . ? N201 C206 C205 123.0(5) . . ? N201 C206 C207 113.1(4) . . ? C205 C206 C207 123.9(5) . . ? N208 C207 C206 118.1(5) . . ? N208 C207 H20E 120.9 . . ? C206 C207 H20E 120.9 . . ? C207 N208 C209 119.6(4) . . ? C207 N208 Co1 112.4(3) . . ? C209 N208 Co1 128.0(3) . . ? N208 C209 C216 114.3(4) . . ? N208 C209 C210 108.3(4) . . ? C216 C209 C210 111.6(4) . . ? N208 C209 H20F 107.4 . . ? C216 C209 H20F 107.4 . . ? C210 C209 H20F 107.4 . . ? C211 C210 C215 119.6(5) . . ? C211 C210 C209 119.6(5) . . ? C215 C210 C209 120.6(5) . . ? C212 C211 C210 120.2(6) . . ? C212 C211 H21D 119.9 . . ? C210 C211 H21D 119.9 . . ? C213 C212 C211 120.9(5) . . ? C213 C212 H21E 119.6 . . ? C211 C212 H21E 119.6 . . ? C212 C213 C214 119.2(6) . . ? C212 C213 H21F 120.4 . . ? C214 C213 H21F 120.4 . . ? C215 C214 C213 120.5(6) . . ? C215 C214 H21G 119.8 . . ? C213 C214 H21G 119.8 . . ? C210 C215 C214 119.4(5) . . ? C210 C215 H21H 120.3 . . ? C214 C215 H21H 120.3 . . ? C209 C216 H21A 109.5 . . ? C209 C216 H21B 109.5 . . ? H21A C216 H21B 109.5 . . ? C209 C216 H21C 109.5 . . ? H21A C216 H21C 109.5 . . ? H21B C216 H21C 109.5 . . ? C302 N301 C306 119.5(4) . . ? C302 N301 Co1 128.3(4) . . ? C306 N301 Co1 112.2(3) . . ? N301 C302 C303 121.1(5) . . ? N301 C302 H30A 119.4 . . ? C303 C302 H30A 119.4 . . ? C304 C303 C302 120.2(5) . . ? C304 C303 H30B 119.9 . . ? C302 C303 H30B 119.9 . . ? C305 C304 C303 118.7(5) . . ? C305 C304 H30C 120.7 . . ? C303 C304 H30C 120.7 . . ? C304 C305 C306 119.1(5) . . ? C304 C305 H30D 120.5 . . ? C306 C305 H30D 120.5 . . ? N301 C306 C305 121.5(5) . . ? N301 C306 C307 113.9(4) . . ? C305 C306 C307 124.6(5) . . ? N308 C307 C306 117.2(5) . . ? N308 C307 H30E 121.4 . . ? C306 C307 H30E 121.4 . . ? C307 N308 C309 120.6(4) . . ? C307 N308 Co1 113.2(3) . . ? C309 N308 Co1 126.1(3) . . ? N308 C309 C310 110.9(4) . . ? N308 C309 C316 113.2(4) . . ? C310 C309 C316 109.5(4) . . ? N308 C309 H30F 107.6 . . ? C310 C309 H30F 107.6 . . ? C316 C309 H30F 107.6 . . ? C315 C310 C311 118.5(5) . . ? C315 C310 C309 121.4(4) . . ? C311 C310 C309 120.0(4) . . ? C312 C311 C310 120.9(5) . . ? C312 C311 H31D 119.6 . . ? C310 C311 H31D 119.6 . . ? C311 C312 C313 120.3(5) . . ? C311 C312 H31E 119.8 . . ? C313 C312 H31E 119.8 . . ? C312 C313 C314 119.7(5) . . ? C312 C313 H31F 120.2 . . ? C314 C313 H31F 120.2 . . ? C315 C314 C313 119.9(5) . . ? C315 C314 H31G 120.0 . . ? C313 C314 H31G 120.0 . . ? C314 C315 C310 120.7(5) . . ? C314 C315 H31H 119.7 . . ? C310 C315 H31H 119.7 . . ? C309 C316 H31A 109.5 . . ? C309 C316 H31B 109.5 . . ? H31A C316 H31B 109.5 . . ? C309 C316 H31C 109.5 . . ? H31A C316 H31C 109.5 . . ? H31B C316 H31C 109.5 . . ? N401 C402 C403 178.9(8) . . ? C402 C403 H40C 109.5 . . ? C402 C403 H40B 109.5 . . ? H40C C403 H40B 109.5 . . ? C402 C403 H40A 109.5 . . ? H40C C403 H40A 109.5 . . ? H40B C403 H40A 109.5 . . ? N501 C502 C503 178.8(7) . . ? C502 C503 H50C 109.5 . . ? C502 C503 H50B 109.5 . . ? H50C C503 H50B 109.5 . . ? C502 C503 H50A 109.5 . . ? H50C C503 H50A 109.5 . . ? H50B C503 H50A 109.5 . . ? N601 C602 N61A 37.0(11) . . ? N601 C602 C603 165(2) . . ? N61A C602 C603 156(2) . . ? N601 C602 C63A 162(2) . . ? N61A C602 C63A 156(3) . . ? C603 C602 C63A 17.0(13) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.399 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.093 # Attachment '- sh3corrected.cif' data_sh3 _database_code_depnum_ccdc_archive 'CCDC 821027' #TrackingRef '- sh3corrected.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H54 Cl2 Fe N8 O11' _chemical_formula_weight 1057.75 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 13.2870(4) _cell_length_b 18.8293(7) _cell_length_c 20.0225(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5009.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 26549 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.50 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 0.476 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9008 _exptl_absorpt_correction_T_max 0.9766 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; The data was recorded by the EPSRC crystalographic service at Southampton The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. Several ISOR retraints were used to give the thermal parameters of some of the oxygens on the ClO4 counter ions reasonably similar thermal parameters in line with neighbouring oxygens atoms on the same perchlorate. SIMU restraints were used on the terminal methyl carbons on two of the immine ether chains to give them reasonable thermal parameters. . ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 25270 _diffrn_reflns_av_R_equivalents 0.1236 _diffrn_reflns_av_sigmaI/netI 0.1115 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8665 _reflns_number_gt 6463 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+36.3700P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 3816 Friedel pairs' _refine_ls_abs_structure_Flack 0.09(4) _chemical_absolute_configuration rmad _refine_ls_number_reflns 8665 _refine_ls_number_parameters 643 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.1300 _refine_ls_R_factor_gt 0.0869 _refine_ls_wR_factor_ref 0.2018 _refine_ls_wR_factor_gt 0.1718 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.34155(8) -0.02373(6) -0.03937(6) 0.0186(3) Uani 1 1 d . . . C1 C 0.3318(7) 0.0857(5) 0.0680(4) 0.028(2) Uani 1 1 d . . . H1A H 0.2613 0.0871 0.0603 0.034 Uiso 1 1 calc R . . N1 N 0.3888(5) 0.0399(3) 0.0327(4) 0.0210(16) Uani 1 1 d . . . O1 O 0.6419(4) -0.0299(3) -0.1408(3) 0.0339(15) Uani 1 1 d . . . C2 C 0.3733(7) 0.1309(5) 0.1152(5) 0.032(2) Uani 1 1 d . . . H2A H 0.3314 0.1629 0.1391 0.038 Uiso 1 1 calc R . . N2 N 0.4859(5) -0.0485(4) -0.0394(4) 0.0216(15) Uani 1 1 d . . . C3 C 0.4775(8) 0.1293(5) 0.1278(5) 0.039(3) Uani 1 1 d . . . H3A H 0.5072 0.1597 0.1600 0.047 Uiso 1 1 calc R . . C4 C 0.5355(7) 0.0814(5) 0.0910(5) 0.030(2) Uani 1 1 d . . . H4A H 0.6062 0.0787 0.0975 0.036 Uiso 1 1 calc R . . C5 C 0.4878(6) 0.0372(4) 0.0444(4) 0.0228(19) Uani 1 1 d . . . C6 C 0.5392(6) -0.0148(5) 0.0022(4) 0.023(2) Uani 1 1 d . . . H6A H 0.6096 -0.0229 0.0059 0.028 Uiso 1 1 calc R . . C7 C 0.5322(7) -0.1056(5) -0.0804(5) 0.026(2) Uani 1 1 d . . . H7A H 0.4907 -0.1103 -0.1218 0.031 Uiso 1 1 calc R . . C8 C 0.6410(6) -0.0926(5) -0.1025(5) 0.029(2) Uani 1 1 d . . . H8A H 0.6853 -0.0874 -0.0631 0.035 Uiso 1 1 calc R . . H8B H 0.6655 -0.1331 -0.1296 0.035 Uiso 1 1 calc R . . C9 C 0.7382(7) -0.0167(6) -0.1714(5) 0.043(3) Uani 1 1 d . . . H9A H 0.7328 0.0241 -0.2016 0.065 Uiso 1 1 calc R . . H9B H 0.7591 -0.0587 -0.1967 0.065 Uiso 1 1 calc R . . H9C H 0.7881 -0.0065 -0.1366 0.065 Uiso 1 1 calc R . . C10 C 0.5267(6) -0.1768(4) -0.0436(5) 0.0230(19) Uani 1 1 d . . . C11 C 0.5413(6) -0.1835(5) 0.0246(4) 0.026(2) Uani 1 1 d . . . H11A H 0.5572 -0.1427 0.0504 0.031 Uiso 1 1 calc R . . C12 C 0.5328(7) -0.2501(5) 0.0564(4) 0.026(2) Uani 1 1 d . . . H12A H 0.5436 -0.2541 0.1031 0.031 Uiso 1 1 calc R . . C13 C 0.5087(6) -0.3095(5) 0.0191(4) 0.023(2) Uani 1 1 d . . . H13A H 0.5018 -0.3543 0.0403 0.027 Uiso 1 1 calc R . . C14 C 0.4949(6) -0.3035(4) -0.0487(4) 0.0218(19) Uani 1 1 d . . . H14A H 0.4792 -0.3446 -0.0741 0.026 Uiso 1 1 calc R . . C15 C 0.5034(6) -0.2386(5) -0.0805(5) 0.029(2) Uani 1 1 d . . . H15A H 0.4936 -0.2356 -0.1274 0.035 Uiso 1 1 calc R . . O2 O 0.4070(4) -0.1709(3) -0.2186(3) 0.0237(14) Uani 1 1 d . . . N3 N 0.3161(5) -0.1039(4) 0.0209(3) 0.0194(16) Uani 1 1 d . . . N4 N 0.3033(5) -0.0959(4) -0.1067(3) 0.0167(15) Uani 1 1 d . . . C16 C 0.3231(6) -0.1053(5) 0.0875(4) 0.0226(19) Uani 1 1 d . . . H16A H 0.3387 -0.0624 0.1104 0.027 Uiso 1 1 calc R . . C17 C 0.3086(6) -0.1671(5) 0.1248(4) 0.024(2) Uani 1 1 d . . . H17A H 0.3150 -0.1666 0.1720 0.029 Uiso 1 1 calc R . . C18 C 0.2849(6) -0.2279(5) 0.0918(4) 0.027(2) Uani 1 1 d . . . H18A H 0.2739 -0.2703 0.1164 0.032 Uiso 1 1 calc R . . C19 C 0.2765(6) -0.2290(5) 0.0223(4) 0.025(2) Uani 1 1 d . . . H19A H 0.2608 -0.2714 -0.0011 0.030 Uiso 1 1 calc R . . C20 C 0.2921(6) -0.1652(5) -0.0114(4) 0.0198(19) Uani 1 1 d . . . C21 C 0.2857(6) -0.1578(5) -0.0824(4) 0.0169(18) Uani 1 1 d . . . H21A H 0.2691 -0.1969 -0.1103 0.020 Uiso 1 1 calc R . . C22 C 0.2885(6) -0.0815(4) -0.1801(4) 0.0198(19) Uani 1 1 d . . . H22A H 0.3370 -0.0437 -0.1940 0.024 Uiso 1 1 calc R . . C23 C 0.3060(6) -0.1472(5) -0.2245(4) 0.0201(19) Uani 1 1 d . . . H23A H 0.2596 -0.1857 -0.2109 0.024 Uiso 1 1 calc R . . H23B H 0.2916 -0.1350 -0.2717 0.024 Uiso 1 1 calc R . . C24 C 0.4251(7) -0.2339(5) -0.2567(5) 0.032(2) Uani 1 1 d . . . H24A H 0.4971 -0.2452 -0.2557 0.049 Uiso 1 1 calc R . . H24B H 0.4038 -0.2261 -0.3030 0.049 Uiso 1 1 calc R . . H24C H 0.3868 -0.2734 -0.2375 0.049 Uiso 1 1 calc R . . C25 C 0.1814(6) -0.0555(5) -0.1952(4) 0.024(2) Uani 1 1 d . . . C26 C 0.0994(6) -0.0876(5) -0.1710(4) 0.023(2) Uani 1 1 d . . . H26A H 0.1080 -0.1258 -0.1405 0.027 Uiso 1 1 calc R . . C27 C 0.0021(7) -0.0678(5) -0.1886(5) 0.031(2) Uani 1 1 d . . . H27A H -0.0542 -0.0919 -0.1702 0.037 Uiso 1 1 calc R . . C28 C -0.0115(6) -0.0130(5) -0.2328(4) 0.028(2) Uani 1 1 d . . . H28A H -0.0773 0.0003 -0.2466 0.034 Uiso 1 1 calc R . . C29 C 0.0723(6) 0.0227(5) -0.2572(4) 0.025(2) Uani 1 1 d . . . H29A H 0.0636 0.0622 -0.2862 0.030 Uiso 1 1 calc R . . C30 C 0.1689(6) 0.0013(5) -0.2393(4) 0.025(2) Uani 1 1 d . . . H30A H 0.2260 0.0251 -0.2571 0.030 Uiso 1 1 calc R . . O3 O 0.4016(5) 0.0633(4) -0.2451(3) 0.0305(16) Uani 1 1 d . . . N5 N 0.2006(4) 0.0084(3) -0.0374(4) 0.0195(15) Uani 1 1 d . . . N6 N 0.3533(5) 0.0563(4) -0.1016(3) 0.0207(16) Uani 1 1 d . . . C31 C 0.1230(6) -0.0181(5) -0.0034(4) 0.024(2) Uani 1 1 d . . . H31A H 0.1346 -0.0563 0.0266 0.029 Uiso 1 1 calc R . . C32 C 0.0249(6) 0.0084(5) -0.0101(5) 0.027(2) Uani 1 1 d . . . H32A H -0.0285 -0.0113 0.0155 0.033 Uiso 1 1 calc R . . C33 C 0.0066(7) 0.0625(5) -0.0535(4) 0.027(2) Uani 1 1 d . . . H33A H -0.0597 0.0803 -0.0595 0.032 Uiso 1 1 calc R . . C34 C 0.0869(6) 0.0914(5) -0.0891(4) 0.024(2) Uani 1 1 d . . . H34A H 0.0762 0.1297 -0.1191 0.029 Uiso 1 1 calc R . . C35 C 0.1824(6) 0.0637(5) -0.0801(4) 0.0210(19) Uani 1 1 d . . . C36 C 0.2716(6) 0.0886(5) -0.1143(4) 0.022(2) Uani 1 1 d . . . H36A H 0.2692 0.1273 -0.1447 0.026 Uiso 1 1 calc R . . C37 C 0.4495(6) 0.0821(5) -0.1310(4) 0.026(2) Uani 1 1 d . . . H37A H 0.4964 0.0406 -0.1335 0.031 Uiso 1 1 calc R . . C38 C 0.4425(7) 0.1134(5) -0.2000(5) 0.027(2) Uani 1 1 d . . . H38A H 0.3993 0.1563 -0.1989 0.032 Uiso 1 1 calc R . . H38B H 0.5104 0.1279 -0.2153 0.032 Uiso 1 1 calc R . . C39 C 0.4094(7) 0.0870(6) -0.3121(5) 0.036(3) Uani 1 1 d . . . H39A H 0.3632 0.0596 -0.3402 0.054 Uiso 1 1 calc R . . H39B H 0.4785 0.0803 -0.3279 0.054 Uiso 1 1 calc R . . H39C H 0.3918 0.1374 -0.3144 0.054 Uiso 1 1 calc R . . C40 C 0.4992(7) 0.1385(5) -0.0858(5) 0.029(2) Uani 1 1 d . . . C41 C 0.6049(7) 0.1366(6) -0.0795(5) 0.035(2) Uani 1 1 d . . . H41A H 0.6431 0.1001 -0.1003 0.042 Uiso 1 1 calc R . . C42 C 0.6523(8) 0.1894(6) -0.0420(6) 0.049(3) Uani 1 1 d . . . H42A H 0.7235 0.1887 -0.0381 0.058 Uiso 1 1 calc R . . C43 C 0.5994(9) 0.2424(6) -0.0105(6) 0.050(3) Uani 1 1 d . . . H43A H 0.6330 0.2772 0.0157 0.060 Uiso 1 1 calc R . . C44 C 0.4949(9) 0.2438(7) -0.0180(6) 0.056(3) Uani 1 1 d U . . H44A H 0.4570 0.2809 0.0022 0.068 Uiso 1 1 calc R . . C45 C 0.4468(7) 0.1927(5) -0.0539(5) 0.037(3) Uani 1 1 d . . . H45A H 0.3755 0.1940 -0.0571 0.044 Uiso 1 1 calc R . . N8 N 0.0976(8) 0.0907(6) 0.1266(5) 0.062(3) Uani 1 1 d . . . C48 C 0.0227(9) 0.0847(6) 0.1535(6) 0.048(3) Uani 1 1 d . . . C49 C -0.0719(9) 0.0780(7) 0.1928(7) 0.060(3) Uani 1 1 d U . . O4 O 0.7473(5) -0.1775(4) 0.1267(4) 0.0458(19) Uani 1 1 d . . . O5 O 0.6600(6) -0.0708(4) 0.1435(4) 0.0491(19) Uani 1 1 d . . . O6 O 0.7792(7) -0.0807(5) 0.0584(5) 0.077(3) Uani 1 1 d U . . O7 O 0.8316(7) -0.0818(5) 0.1703(5) 0.079(3) Uani 1 1 d U . . Cl1 Cl 0.75537(17) -0.10229(13) 0.12608(14) 0.0370(6) Uani 1 1 d . . . Cl2 Cl 0.71819(18) 0.22420(13) 0.21622(12) 0.0338(6) Uani 1 1 d . . . O8 O 0.7380(10) 0.2017(7) 0.1524(6) 0.109(4) Uani 1 1 d U . . O9 O 0.8074(5) 0.2280(4) 0.2568(4) 0.0432(19) Uani 1 1 d . . . O10 O 0.6483(8) 0.1798(5) 0.2484(5) 0.088(3) Uani 1 1 d U . . O11 O 0.6740(6) 0.2930(4) 0.2110(4) 0.051(2) Uani 1 1 d . . . N7 N -0.1386(9) 0.1691(6) -0.1420(5) 0.066(3) Uani 1 1 d . . . C46 C -0.1076(8) 0.1872(6) -0.1932(6) 0.044(3) Uani 1 1 d . . . C47 C -0.0680(9) 0.2089(7) -0.2577(6) 0.048(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0179(5) 0.0143(6) 0.0236(6) -0.0001(5) 0.0018(5) -0.0017(5) C1 0.025(5) 0.029(5) 0.031(5) -0.003(4) 0.001(4) -0.002(4) N1 0.032(4) 0.009(4) 0.022(4) 0.002(3) -0.001(3) 0.000(3) O1 0.022(3) 0.025(4) 0.054(4) 0.008(3) 0.014(3) 0.006(3) C2 0.044(6) 0.018(5) 0.033(5) -0.012(4) 0.003(4) -0.012(4) N2 0.026(4) 0.019(4) 0.020(3) -0.002(3) 0.001(3) -0.003(3) C3 0.048(6) 0.031(6) 0.038(6) -0.017(5) -0.009(5) -0.017(5) C4 0.035(5) 0.022(5) 0.033(5) -0.007(4) -0.010(4) -0.006(4) C5 0.023(4) 0.018(5) 0.028(5) 0.002(4) -0.004(4) -0.012(3) C6 0.020(4) 0.020(5) 0.030(5) 0.009(4) 0.007(4) 0.000(4) C7 0.021(4) 0.022(5) 0.034(5) -0.007(4) -0.001(4) 0.007(4) C8 0.024(5) 0.027(5) 0.037(5) 0.006(4) -0.004(4) 0.009(4) C9 0.035(5) 0.039(7) 0.056(7) -0.002(6) 0.019(5) 0.003(5) C10 0.015(4) 0.017(5) 0.037(5) -0.001(4) 0.003(4) 0.001(3) C11 0.024(4) 0.020(5) 0.033(5) -0.002(4) -0.005(4) -0.002(4) C12 0.031(5) 0.029(5) 0.018(5) -0.001(4) 0.005(4) 0.003(4) C13 0.021(4) 0.012(5) 0.035(5) -0.001(4) -0.003(4) 0.012(4) C14 0.021(4) 0.016(5) 0.028(5) -0.007(4) 0.005(4) 0.004(3) C15 0.021(5) 0.034(6) 0.033(5) -0.008(5) 0.004(4) 0.008(4) O2 0.021(3) 0.018(3) 0.032(3) -0.004(3) -0.005(3) 0.007(3) N3 0.015(3) 0.024(4) 0.020(4) 0.003(3) -0.003(3) 0.002(3) N4 0.011(3) 0.017(4) 0.022(4) 0.000(3) 0.002(3) 0.001(3) C16 0.019(4) 0.025(5) 0.024(4) -0.001(4) 0.002(4) 0.003(4) C17 0.029(5) 0.026(5) 0.019(4) -0.001(4) -0.005(4) -0.007(4) C18 0.019(4) 0.032(6) 0.029(5) 0.008(5) 0.001(4) -0.008(4) C19 0.019(4) 0.027(5) 0.029(5) 0.000(4) -0.006(4) -0.009(4) C20 0.013(4) 0.014(5) 0.033(5) 0.001(4) 0.000(4) -0.006(3) C21 0.015(4) 0.017(5) 0.019(4) -0.009(4) -0.003(3) 0.007(3) C22 0.024(4) 0.011(4) 0.024(5) 0.004(4) -0.005(4) 0.004(4) C23 0.016(4) 0.023(5) 0.021(4) 0.004(4) 0.001(3) 0.004(4) C24 0.040(6) 0.012(5) 0.045(6) 0.001(4) 0.004(5) 0.011(4) C25 0.017(4) 0.027(5) 0.029(5) 0.006(4) -0.002(4) -0.004(4) C26 0.027(5) 0.025(5) 0.015(4) -0.004(4) -0.001(4) 0.001(4) C27 0.020(5) 0.034(6) 0.039(6) 0.007(5) 0.003(4) -0.001(4) C28 0.016(4) 0.040(6) 0.028(5) 0.007(5) -0.003(4) 0.010(4) C29 0.029(5) 0.015(5) 0.031(5) 0.003(4) 0.005(4) 0.008(4) C30 0.017(4) 0.034(6) 0.023(4) -0.006(4) -0.008(4) -0.001(4) O3 0.029(3) 0.041(4) 0.021(3) 0.007(3) 0.004(3) -0.005(3) N5 0.020(3) 0.016(4) 0.023(4) 0.003(3) 0.003(3) -0.003(3) N6 0.025(4) 0.016(4) 0.022(4) -0.002(3) 0.001(3) 0.004(3) C31 0.023(4) 0.021(5) 0.028(5) 0.000(4) 0.008(4) -0.002(4) C32 0.018(4) 0.027(6) 0.036(5) -0.001(4) 0.000(4) -0.007(4) C33 0.023(4) 0.022(5) 0.035(5) -0.014(4) -0.004(4) -0.002(4) C34 0.024(5) 0.020(5) 0.029(5) -0.001(4) 0.007(4) -0.001(4) C35 0.026(5) 0.018(5) 0.019(4) -0.003(4) -0.006(3) 0.001(4) C36 0.022(4) 0.019(5) 0.025(5) 0.001(4) 0.002(4) -0.009(4) C37 0.021(4) 0.026(5) 0.030(5) -0.007(4) 0.007(4) 0.001(4) C38 0.027(5) 0.016(5) 0.038(5) 0.006(4) 0.011(4) 0.005(4) C39 0.030(5) 0.044(7) 0.035(6) 0.010(5) -0.004(4) 0.013(5) C40 0.026(5) 0.022(5) 0.040(6) 0.002(4) 0.004(4) -0.005(4) C41 0.027(5) 0.030(6) 0.048(6) -0.002(5) 0.002(5) -0.001(4) C42 0.039(6) 0.043(7) 0.063(7) -0.014(6) -0.006(6) -0.019(5) C43 0.048(7) 0.020(6) 0.083(9) -0.018(6) 0.011(6) -0.014(5) C44 0.051(6) 0.043(6) 0.076(7) -0.012(5) 0.009(5) -0.012(5) C45 0.031(5) 0.016(5) 0.062(7) -0.001(5) 0.012(5) 0.002(4) N8 0.055(7) 0.082(8) 0.048(6) -0.034(6) 0.001(5) 0.002(6) C48 0.046(7) 0.039(7) 0.059(8) -0.019(6) -0.015(6) 0.006(6) C49 0.048(6) 0.056(6) 0.075(6) -0.025(5) 0.012(5) 0.001(5) O4 0.046(4) 0.025(4) 0.067(5) -0.013(4) 0.000(4) 0.003(3) O5 0.039(4) 0.040(4) 0.069(5) -0.014(4) -0.004(4) 0.020(4) O6 0.068(5) 0.087(6) 0.077(5) 0.025(5) 0.024(4) 0.024(4) O7 0.064(4) 0.075(5) 0.097(5) -0.024(4) -0.028(4) 0.001(4) Cl1 0.0262(12) 0.0305(14) 0.0543(16) -0.0042(13) -0.0060(11) 0.0044(10) Cl2 0.0378(14) 0.0276(13) 0.0360(13) -0.0003(11) -0.0031(11) -0.0020(11) O8 0.116(6) 0.123(6) 0.088(5) -0.025(5) -0.014(5) 0.029(5) O9 0.028(4) 0.050(5) 0.051(4) -0.012(4) -0.009(3) -0.001(3) O10 0.077(5) 0.074(5) 0.114(5) 0.032(4) -0.009(5) -0.020(4) O11 0.059(5) 0.038(5) 0.055(5) 0.016(4) 0.004(4) 0.011(4) N7 0.070(8) 0.080(8) 0.049(6) 0.019(6) 0.003(6) 0.018(6) C46 0.034(6) 0.042(7) 0.057(7) 0.003(6) -0.010(5) 0.015(5) C47 0.045(7) 0.055(8) 0.043(6) 0.009(6) 0.003(5) -0.006(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N6 1.962(7) . ? Fe1 N3 1.962(7) . ? Fe1 N5 1.969(6) . ? Fe1 N2 1.974(7) . ? Fe1 N1 1.978(7) . ? Fe1 N4 1.981(7) . ? C1 N1 1.349(11) . ? C1 C2 1.386(12) . ? C1 H1A 0.9500 . ? N1 C5 1.337(10) . ? O1 C8 1.408(11) . ? O1 C9 1.440(11) . ? C2 C3 1.407(14) . ? C2 H2A 0.9500 . ? N2 C6 1.264(11) . ? N2 C7 1.486(11) . ? C3 C4 1.396(14) . ? C3 H3A 0.9500 . ? C4 C5 1.402(12) . ? C4 H4A 0.9500 . ? C5 C6 1.462(12) . ? C6 H6A 0.9500 . ? C7 C10 1.532(13) . ? C7 C8 1.532(12) . ? C7 H7A 1.0000 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.386(13) . ? C10 C15 1.412(13) . ? C11 C12 1.410(13) . ? C11 H11A 0.9500 . ? C12 C13 1.381(12) . ? C12 H12A 0.9500 . ? C13 C14 1.375(12) . ? C13 H13A 0.9500 . ? C14 C15 1.382(13) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? O2 C23 1.420(9) . ? O2 C24 1.431(10) . ? N3 C16 1.337(11) . ? N3 C20 1.360(11) . ? N4 C21 1.285(11) . ? N4 C22 1.506(10) . ? C16 C17 1.396(12) . ? C16 H16A 0.9500 . ? C17 C18 1.359(13) . ? C17 H17A 0.9500 . ? C18 C19 1.396(12) . ? C18 H18A 0.9500 . ? C19 C20 1.392(12) . ? C19 H19A 0.9500 . ? C20 C21 1.432(11) . ? C21 H21A 0.9500 . ? C22 C25 1.535(11) . ? C22 C23 1.540(12) . ? C22 H22A 1.0000 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.337(12) . ? C25 C30 1.396(12) . ? C26 C27 1.390(12) . ? C26 H26A 0.9500 . ? C27 C28 1.373(13) . ? C27 H27A 0.9500 . ? C28 C29 1.389(12) . ? C28 H28A 0.9500 . ? C29 C30 1.392(12) . ? C29 H29A 0.9500 . ? C30 H30A 0.9500 . ? O3 C38 1.415(11) . ? O3 C39 1.416(11) . ? N5 C31 1.332(10) . ? N5 C35 1.368(11) . ? N6 C36 1.270(11) . ? N6 C37 1.488(11) . ? C31 C32 1.402(12) . ? C31 H31A 0.9500 . ? C32 C33 1.361(13) . ? C32 H32A 0.9500 . ? C33 C34 1.392(12) . ? C33 H33A 0.9500 . ? C34 C35 1.384(12) . ? C34 H34A 0.9500 . ? C35 C36 1.447(12) . ? C36 H36A 0.9500 . ? C37 C38 1.506(13) . ? C37 C40 1.544(13) . ? C37 H37A 1.0000 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C45 1.391(13) . ? C40 C41 1.411(13) . ? C41 C42 1.396(14) . ? C41 H41A 0.9500 . ? C42 C43 1.374(15) . ? C42 H42A 0.9500 . ? C43 C44 1.397(16) . ? C43 H43A 0.9500 . ? C44 C45 1.362(15) . ? C44 H44A 0.9500 . ? C45 H45A 0.9500 . ? N8 C48 1.137(15) . ? C48 C49 1.488(18) . ? O4 Cl1 1.420(7) . ? O5 Cl1 1.442(7) . ? O6 Cl1 1.450(9) . ? O7 Cl1 1.401(9) . ? Cl2 O8 1.371(11) . ? Cl2 O10 1.407(10) . ? Cl2 O11 1.425(7) . ? Cl2 O9 1.440(7) . ? N7 C46 1.157(14) . ? C46 C47 1.453(16) . ? 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 N6 Fe1 N3 174.5(3) . . ? N6 Fe1 N5 81.5(3) . . ? N3 Fe1 N5 93.4(3) . . ? N6 Fe1 N2 96.0(3) . . ? N3 Fe1 N2 89.2(3) . . ? N5 Fe1 N2 175.6(3) . . ? N6 Fe1 N1 88.5(3) . . ? N3 Fe1 N1 94.1(3) . . ? N5 Fe1 N1 95.8(3) . . ? N2 Fe1 N1 80.5(3) . . ? N6 Fe1 N4 96.6(3) . . ? N3 Fe1 N4 81.2(3) . . ? N5 Fe1 N4 88.9(3) . . ? N2 Fe1 N4 95.0(3) . . ? N1 Fe1 N4 173.6(3) . . ? N1 C1 C2 121.8(9) . . ? N1 C1 H1A 119.1 . . ? C2 C1 H1A 119.1 . . ? C5 N1 C1 119.0(7) . . ? C5 N1 Fe1 114.6(6) . . ? C1 N1 Fe1 126.3(6) . . ? C8 O1 C9 112.6(7) . . ? C1 C2 C3 120.0(9) . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C6 N2 C7 119.7(7) . . ? C6 N2 Fe1 115.2(6) . . ? C7 N2 Fe1 125.0(5) . . ? C4 C3 C2 117.6(9) . . ? C4 C3 H3A 121.2 . . ? C2 C3 H3A 121.2 . . ? C3 C4 C5 119.0(9) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? N1 C5 C4 122.6(8) . . ? N1 C5 C6 112.6(7) . . ? C4 C5 C6 124.8(8) . . ? N2 C6 C5 117.0(7) . . ? N2 C6 H6A 121.5 . . ? C5 C6 H6A 121.5 . . ? N2 C7 C10 110.4(7) . . ? N2 C7 C8 115.8(8) . . ? C10 C7 C8 108.9(7) . . ? N2 C7 H7A 107.1 . . ? C10 C7 H7A 107.1 . . ? C8 C7 H7A 107.1 . . ? O1 C8 C7 107.4(7) . . ? O1 C8 H8A 110.2 . . ? C7 C8 H8A 110.2 . . ? O1 C8 H8B 110.2 . . ? C7 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? O1 C9 H9A 109.5 . . ? O1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 118.1(8) . . ? C11 C10 C7 123.2(8) . . ? C15 C10 C7 118.7(8) . . ? C10 C11 C12 120.9(8) . . ? C10 C11 H11A 119.5 . . ? C12 C11 H11A 119.5 . . ? C13 C12 C11 119.6(8) . . ? C13 C12 H12A 120.2 . . ? C11 C12 H12A 120.2 . . ? C14 C13 C12 119.9(8) . . ? C14 C13 H13A 120.1 . . ? C12 C13 H13A 120.1 . . ? C13 C14 C15 121.1(8) . . ? C13 C14 H14A 119.5 . . ? C15 C14 H14A 119.5 . . ? C14 C15 C10 120.4(8) . . ? C14 C15 H15A 119.8 . . ? C10 C15 H15A 119.8 . . ? C23 O2 C24 112.0(7) . . ? C16 N3 C20 118.3(8) . . ? C16 N3 Fe1 128.0(7) . . ? C20 N3 Fe1 113.7(5) . . ? C21 N4 C22 120.5(7) . . ? C21 N4 Fe1 114.3(6) . . ? C22 N4 Fe1 125.1(5) . . ? N3 C16 C17 122.6(9) . . ? N3 C16 H16A 118.7 . . ? C17 C16 H16A 118.7 . . ? C18 C17 C16 118.3(8) . . ? C18 C17 H17A 120.8 . . ? C16 C17 H17A 120.8 . . ? C17 C18 C19 121.0(9) . . ? C17 C18 H18A 119.5 . . ? C19 C18 H18A 119.5 . . ? C20 C19 C18 117.3(9) . . ? C20 C19 H19A 121.4 . . ? C18 C19 H19A 121.4 . . ? N3 C20 C19 122.4(8) . . ? N3 C20 C21 113.8(8) . . ? C19 C20 C21 123.8(8) . . ? N4 C21 C20 117.0(8) . . ? N4 C21 H21A 121.5 . . ? C20 C21 H21A 121.5 . . ? N4 C22 C25 111.7(7) . . ? N4 C22 C23 113.5(6) . . ? C25 C22 C23 106.4(7) . . ? N4 C22 H22A 108.3 . . ? C25 C22 H22A 108.3 . . ? C23 C22 H22A 108.3 . . ? O2 C23 C22 110.3(7) . . ? O2 C23 H23A 109.6 . . ? C22 C23 H23A 109.6 . . ? O2 C23 H23B 109.6 . . ? C22 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? O2 C24 H24A 109.5 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 118.6(8) . . ? C26 C25 C22 122.6(8) . . ? C30 C25 C22 118.6(7) . . ? C25 C26 C27 123.0(9) . . ? C25 C26 H26A 118.5 . . ? C27 C26 H26A 118.5 . . ? C28 C27 C26 119.2(8) . . ? C28 C27 H27A 120.4 . . ? C26 C27 H27A 120.4 . . ? C27 C28 C29 119.0(8) . . ? C27 C28 H28A 120.5 . . ? C29 C28 H28A 120.5 . . ? C28 C29 C30 120.6(8) . . ? C28 C29 H29A 119.7 . . ? C30 C29 H29A 119.7 . . ? C29 C30 C25 119.6(8) . . ? C29 C30 H30A 120.2 . . ? C25 C30 H30A 120.2 . . ? C38 O3 C39 111.5(7) . . ? C31 N5 C35 117.9(7) . . ? C31 N5 Fe1 129.2(6) . . ? C35 N5 Fe1 112.9(5) . . ? C36 N6 C37 119.9(7) . . ? C36 N6 Fe1 115.2(6) . . ? C37 N6 Fe1 124.7(6) . . ? N5 C31 C32 122.5(8) . . ? N5 C31 H31A 118.8 . . ? C32 C31 H31A 118.8 . . ? C33 C32 C31 119.6(8) . . ? C33 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? C32 C33 C34 118.8(8) . . ? C32 C33 H33A 120.6 . . ? C34 C33 H33A 120.6 . . ? C35 C34 C33 119.3(8) . . ? C35 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? N5 C35 C34 121.9(8) . . ? N5 C35 C36 113.5(7) . . ? C34 C35 C36 124.6(8) . . ? N6 C36 C35 116.8(8) . . ? N6 C36 H36A 121.6 . . ? C35 C36 H36A 121.6 . . ? N6 C37 C38 115.9(7) . . ? N6 C37 C40 111.1(7) . . ? C38 C37 C40 107.1(8) . . ? N6 C37 H37A 107.5 . . ? C38 C37 H37A 107.5 . . ? C40 C37 H37A 107.5 . . ? O3 C38 C37 110.3(7) . . ? O3 C38 H38A 109.6 . . ? C37 C38 H38A 109.6 . . ? O3 C38 H38B 109.6 . . ? C37 C38 H38B 109.6 . . ? H38A C38 H38B 108.1 . . ? O3 C39 H39A 109.5 . . ? O3 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? O3 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C45 C40 C41 118.4(9) . . ? C45 C40 C37 124.1(8) . . ? C41 C40 C37 117.4(9) . . ? C42 C41 C40 118.6(10) . . ? C42 C41 H41A 120.7 . . ? C40 C41 H41A 120.7 . . ? C43 C42 C41 122.3(10) . . ? C43 C42 H42A 118.9 . . ? C41 C42 H42A 118.9 . . ? C42 C43 C44 118.3(11) . . ? C42 C43 H43A 120.9 . . ? C44 C43 H43A 120.9 . . ? C45 C44 C43 120.6(11) . . ? C45 C44 H44A 119.7 . . ? C43 C44 H44A 119.7 . . ? C44 C45 C40 121.8(10) . . ? C44 C45 H45A 119.1 . . ? C40 C45 H45A 119.1 . . ? N8 C48 C49 176.3(13) . . ? O7 Cl1 O4 108.9(5) . . ? O7 Cl1 O5 111.7(5) . . ? O4 Cl1 O5 110.0(5) . . ? O7 Cl1 O6 110.9(6) . . ? O4 Cl1 O6 107.7(6) . . ? O5 Cl1 O6 107.6(5) . . ? O8 Cl2 O10 111.7(8) . . ? O8 Cl2 O11 107.0(6) . . ? O10 Cl2 O11 107.6(6) . . ? O8 Cl2 O9 112.6(6) . . ? O10 Cl2 O9 108.3(5) . . ? O11 Cl2 O9 109.6(5) . . ? N7 C46 C47 179.2(13) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C6 H6A O6 0.95 2.71 3.602(12) 155.7 . C21 H21A O4 0.95 2.41 3.266(11) 150.5 3_445 C36 H36A O11 0.95 2.37 3.226(12) 149.7 3_455 C37 H37A O1 1.00 2.35 3.319(11) 163.1 . C7 H7A O2 1.00 2.51 3.454(11) 157.8 . C22 H22A O3 1.00 2.42 3.374(11) 160.1 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.679 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.111