Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Angew.Chem.,Int.Ed. _journal_coden_Cambridge 0179 _journal_year 2007 _journal_volume 46 _journal_page_first 2043 _publ_contact_author_name 'S. Aldridge' _publ_contact_author_address ; Inorganic Chemistry Oxford University South Parks Road Oxford OX1 3QR UNITED KINGDOM ; _publ_contact_author_email SIMON.ALDRIDGE@CHEM.OX.AC.UK _publ_section_title ; Insertion reactions of dicyclohexylcarbodiimide with amino-boranes, -boryls and -borylenes ; loop_ _publ_author_name 'Glesni A. Pierce' 'S. Aldridge' C.Jones T.Gans-Eichler 'Andreas Stasch' N.D.Combs D.J.Willock # Attachment '5a.CIF' data_asSA19 _database_code_depnum_ccdc_archive 'CCDC 628665' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H68 B2 F24 Fe N3 O2' _chemical_formula_weight 1480.71 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' B B 0.0013 0.0007 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.098(5) _cell_length_b 18.691(5) _cell_length_c 23.105(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 112.450(5) _cell_angle_gamma 90.000(5) _cell_volume 7623(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3036 _exptl_absorpt_coefficient_mu 0.298 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.956 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20582 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 13257 _reflns_number_gt 9066 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. A squeeze program (Platon) was used to remove electron density from solvent in the lattice. Electron density of 65 electrons in a volume of 1445.9 Ang^3 was removed from the cell with Z = 4. Half a molecule of hexane was added to the formula (2 molecules per cell) and therefore D(calc), F000, and molecular weight are changed. ; _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^)+(0.0776P)^2^+8.5853P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13257 _refine_ls_number_parameters 1089 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.1026 _refine_ls_R_factor_gt 0.0687 _refine_ls_wR_factor_ref 0.1858 _refine_ls_wR_factor_gt 0.1711 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.205 _refine_ls_shift/su_mean 0.011 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 0.18321(2) 0.02065(2) 0.347279(19) 0.03319(11) Uani 1 1 d . . . F1 F 0.4641(3) -0.0879(2) 0.6189(3) 0.0809(15) Uani 0.578(5) 1 d PD A 1 O1 O 0.09821(12) -0.10729(14) 0.35289(11) 0.0533(7) Uani 1 1 d . . . N1 N 0.27426(12) -0.09312(13) 0.31581(11) 0.0306(6) Uani 1 1 d . . . C1 C 0.13277(16) -0.0578(2) 0.35118(14) 0.0395(8) Uani 1 1 d . . . B1 B 0.29923(18) -0.07675(19) 0.26280(15) 0.0295(8) Uani 1 1 d . . . F2 F 0.5564(3) -0.0123(3) 0.6454(2) 0.0810(19) Uani 0.578(5) 1 d PD A 1 O2 O 0.06083(13) 0.06437(17) 0.23129(12) 0.0683(8) Uani 1 1 d . . . N2 N 0.25745(13) -0.00785(13) 0.25593(11) 0.0328(6) Uani 1 1 d . . . C2 C 0.10960(18) 0.0475(2) 0.27626(16) 0.0473(9) Uani 1 1 d . . . B2 B 0.26975(18) 0.0666(2) 0.67179(15) 0.0312(8) Uani 1 1 d . . . F3 F 0.4884(2) -0.0333(3) 0.55149(18) 0.0578(12) Uani 0.578(5) 1 d PD A 1 N3 N 0.34035(12) -0.11039(13) 0.23342(10) 0.0301(6) Uani 1 1 d . . . C3 C 0.28748(18) 0.06805(19) 0.40314(15) 0.0454(9) Uani 1 1 d . . . H3 H 0.3343 0.0603 0.3986 0.054 Uiso 1 1 calc R . . F4 F 0.3599(3) 0.2770(3) 0.5673(3) 0.0617(17) Uani 0.508(6) 1 d PD B 1 C4 C 0.2354(2) 0.12137(19) 0.37335(17) 0.0504(9) Uani 1 1 d . . . H4 H 0.2400 0.1558 0.3448 0.061 Uiso 1 1 calc R . . F5 F 0.3416(3) 0.2186(3) 0.4842(2) 0.0624(17) Uani 0.508(6) 1 d PD B 1 C5 C 0.1741(2) 0.1150(2) 0.39333(17) 0.0549(10) Uani 1 1 d . . . H5 H 0.1303 0.1445 0.3805 0.066 Uiso 1 1 calc R . . F6 F 0.4550(2) 0.2370(3) 0.5490(2) 0.0435(13) Uani 0.508(6) 1 d PD B 1 C6 C 0.1894(2) 0.0575(2) 0.43528(16) 0.0542(9) Uani 1 1 d . . . H6 H 0.1582 0.0414 0.4563 0.065 Uiso 1 1 calc R . . F7 F 0.0623(3) -0.0682(3) 0.7215(3) 0.0976(16) Uani 0.496(4) 1 d PD C 1 C7 C 0.2600(2) 0.0278(2) 0.44069(15) 0.0500(10) Uani 1 1 d . . . H7 H 0.2842 -0.0124 0.4655 0.060 Uiso 1 1 calc R . . F8 F 0.1374(3) -0.1544(4) 0.7589(2) 0.091(2) Uani 0.496(4) 1 d PD C 1 C8 C 0.23896(15) -0.02856(16) 0.30457(13) 0.0305(7) Uani 1 1 d . . . F9 F 0.0411(2) -0.1664(3) 0.6779(2) 0.0773(17) Uani 0.496(4) 1 d PD C 1 C9 C 0.28683(15) -0.14039(16) 0.36962(13) 0.0304(7) Uani 1 1 d . . . H9 H 0.2575 -0.1196 0.3933 0.036 Uiso 1 1 calc R . . F10 F 0.1267(2) -0.1951(2) 0.50216(18) 0.0703(13) Uani 0.587(4) 1 d PD D 1 C10 C 0.25550(17) -0.21611(17) 0.34985(14) 0.0377(8) Uani 1 1 d . . . H10A H 0.2008 -0.2133 0.3235 0.045 Uiso 1 1 calc R . . H10B H 0.2816 -0.2383 0.3247 0.045 Uiso 1 1 calc R . . F11 F 0.2475(3) -0.2115(2) 0.5526(2) 0.0848(17) Uani 0.587(4) 1 d PD D 1 C11 C 0.26717(19) -0.26242(19) 0.40725(16) 0.0480(9) Uani 1 1 d . . . H11A H 0.2356 -0.2437 0.4293 0.058 Uiso 1 1 calc R . . H11B H 0.2504 -0.3119 0.3936 0.058 Uiso 1 1 calc R . . F12 F 0.2037(2) -0.1224(2) 0.49272(15) 0.0455(11) Uani 0.587(4) 1 d PD D 1 C12 C 0.3497(2) -0.26336(19) 0.45201(17) 0.0526(10) Uani 1 1 d . . . H12A H 0.3545 -0.2914 0.4897 0.063 Uiso 1 1 calc R . . H12B H 0.3804 -0.2873 0.4315 0.063 Uiso 1 1 calc R . . C13 C 0.38010(19) -0.18870(19) 0.47160(15) 0.0444(9) Uani 1 1 d . . . H13A H 0.4347 -0.1914 0.4985 0.053 Uiso 1 1 calc R . . H13B H 0.3534 -0.1667 0.4964 0.053 Uiso 1 1 calc R . . F14 F 0.0539(4) 0.1773(5) 0.7456(4) 0.109(3) Uani 0.397(9) 1 d PD E 1 C14 C 0.36930(16) -0.14210(17) 0.41453(13) 0.0349(7) Uani 1 1 d . . . H14A H 0.3865 -0.0928 0.4285 0.042 Uiso 1 1 calc R . . H14B H 0.4008 -0.1610 0.3925 0.042 Uiso 1 1 calc R . . F15 F 0.0149(4) 0.2672(5) 0.6879(4) 0.106(3) Uani 0.397(9) 1 d PD E 1 C15 C 0.23648(16) 0.05878(16) 0.21989(14) 0.0339(7) Uani 1 1 d . . . H15 H 0.2068 0.0877 0.2390 0.041 Uiso 1 1 calc R . . F16 F 0.0057(2) 0.2468(2) 0.4785(2) 0.0681(13) Uani 0.646(6) 1 d PD F 1 C16 C 0.18402(17) 0.04479(17) 0.15163(15) 0.0383(8) Uani 1 1 d . . . H16A H 0.2097 0.0126 0.1320 0.046 Uiso 1 1 calc R . . H16B H 0.1374 0.0206 0.1506 0.046 Uiso 1 1 calc R . . F17 F 0.0464(3) 0.1485(2) 0.4581(2) 0.0661(17) Uani 0.646(6) 1 d PD F 1 C17 C 0.16273(19) 0.1143(2) 0.11440(18) 0.0557(10) Uani 1 1 d . . . H17A H 0.1323 0.1445 0.1312 0.067 Uiso 1 1 calc R . . H17B H 0.1314 0.1035 0.0701 0.067 Uiso 1 1 calc R . . F18 F 0.1164(2) 0.2383(2) 0.47683(18) 0.0554(12) Uani 0.646(6) 1 d PD F 1 C18 C 0.2341(2) 0.1553(2) 0.11826(18) 0.0569(10) Uani 1 1 d . . . H18A H 0.2635 0.1262 0.0996 0.068 Uiso 1 1 calc R . . H18B H 0.2195 0.2005 0.0944 0.068 Uiso 1 1 calc R . . F19 F 0.4623(3) 0.2515(4) 0.8344(3) 0.114(2) Uani 0.441(5) 1 d PD G 1 C19 C 0.28279(18) 0.17154(18) 0.18663(18) 0.0489(9) Uani 1 1 d . . . H19A H 0.2541 0.2028 0.2043 0.059 Uiso 1 1 calc R . . H19B H 0.3289 0.1976 0.1889 0.059 Uiso 1 1 calc R . . F20 F 0.3645(4) 0.2640(4) 0.8558(4) 0.096(3) Uani 0.441(5) 1 d PD G 1 C20 C 0.30579(16) 0.10307(17) 0.22567(14) 0.0358(8) Uani 1 1 d . . . H20A H 0.3396 0.0744 0.2113 0.043 Uiso 1 1 calc R . . H20B H 0.3341 0.1157 0.2702 0.043 Uiso 1 1 calc R . . F21 F 0.4613(4) 0.2186(3) 0.9231(3) 0.083(2) Uani 0.441(5) 1 d PD G 1 C21 C 0.36882(16) -0.18448(16) 0.25266(13) 0.0317(7) Uani 1 1 d . . . H21 H 0.3685 -0.1913 0.2955 0.038 Uiso 1 1 calc R . . F22 F 0.3218(4) -0.0641(4) 0.8920(4) 0.094(3) Uani 0.366(6) 1 d PD H 1 C22 C 0.45063(17) -0.19722(18) 0.25922(14) 0.0397(8) Uani 1 1 d . . . H22A H 0.4543 -0.1924 0.2178 0.048 Uiso 1 1 calc R . . H22B H 0.4842 -0.1610 0.2877 0.048 Uiso 1 1 calc R . . F23 F 0.4251(7) -0.0290(5) 0.9566(3) 0.122(4) Uani 0.366(6) 1 d PD H 1 C23 C 0.47598(19) -0.2722(2) 0.28546(16) 0.0513(10) Uani 1 1 d . . . H23A H 0.5283 -0.2807 0.2882 0.062 Uiso 1 1 calc R . . H23B H 0.4762 -0.2754 0.3283 0.062 Uiso 1 1 calc R . . F24 F 0.4202(3) -0.0933(4) 0.8799(3) 0.079(2) Uani 0.366(6) 1 d PD H 1 C24 C 0.4237(2) -0.32945(19) 0.24435(16) 0.0498(9) Uani 1 1 d . . . H24A H 0.4265 -0.3288 0.2025 0.060 Uiso 1 1 calc R . . H24B H 0.4405 -0.3772 0.2632 0.060 Uiso 1 1 calc R . . C25 C 0.34297(19) -0.31672(18) 0.23771(15) 0.0440(9) Uani 1 1 d . . . H25A H 0.3393 -0.3220 0.2791 0.053 Uiso 1 1 calc R . . H25B H 0.3096 -0.3530 0.2092 0.053 Uiso 1 1 calc R . . C26 C 0.31600(18) -0.24142(17) 0.21169(15) 0.0388(8) Uani 1 1 d . . . H26A H 0.3146 -0.2377 0.1685 0.047 Uiso 1 1 calc R . . H26B H 0.2640 -0.2334 0.2101 0.047 Uiso 1 1 calc R . . C27 C 0.35127(16) -0.07244(17) 0.18076(13) 0.0339(7) Uani 1 1 d . . . H27 H 0.3173 -0.0297 0.1724 0.041 Uiso 1 1 calc R . . C28 C 0.43050(17) -0.04153(19) 0.19636(15) 0.0433(8) Uani 1 1 d . . . H28A H 0.4670 -0.0808 0.2010 0.052 Uiso 1 1 calc R . . H28B H 0.4468 -0.0151 0.2365 0.052 Uiso 1 1 calc R . . C29 C 0.4297(2) 0.0091(2) 0.14398(16) 0.0537(9) Uani 1 1 d . . . H29A H 0.3970 0.0508 0.1424 0.064 Uiso 1 1 calc R . . H29B H 0.4816 0.0269 0.1531 0.064 Uiso 1 1 calc R . . C30 C 0.4002(2) -0.0286(2) 0.08053(16) 0.0594(10) Uani 1 1 d . . . H30A H 0.3965 0.0063 0.0473 0.071 Uiso 1 1 calc R . . H30B H 0.4365 -0.0664 0.0803 0.071 Uiso 1 1 calc R . . C31 C 0.32429(19) -0.0614(2) 0.06684(15) 0.0492(9) Uani 1 1 d . . . H31A H 0.3084 -0.0877 0.0266 0.059 Uiso 1 1 calc R . . H31B H 0.2869 -0.0230 0.0621 0.059 Uiso 1 1 calc R . . C32 C 0.32432(18) -0.11305(19) 0.11856(13) 0.0415(8) Uani 1 1 d . . . H32A H 0.2726 -0.1320 0.1087 0.050 Uiso 1 1 calc R . . H32B H 0.3585 -0.1539 0.1215 0.050 Uiso 1 1 calc R . . C33 C 0.33010(15) 0.07959(16) 0.63737(13) 0.0297(7) Uani 1 1 d . . . C34 C 0.38198(15) 0.02687(16) 0.63810(13) 0.0289(7) Uani 1 1 d . . . H34 H 0.3829 -0.0164 0.6599 0.035 Uiso 1 1 calc R . . C35 C 0.43255(15) 0.03481(16) 0.60831(13) 0.0319(7) Uani 1 1 d . A . C36 C 0.43374(16) 0.09817(16) 0.57713(13) 0.0330(7) Uani 1 1 d . . . H36 H 0.4667 0.1035 0.5553 0.040 Uiso 1 1 calc R . . C37 C 0.38623(15) 0.15298(16) 0.57854(12) 0.0303(7) Uani 1 1 d . B . C38 C 0.33511(15) 0.14373(16) 0.60812(12) 0.0304(7) Uani 1 1 d . . . H38 H 0.3028 0.1823 0.6083 0.037 Uiso 1 1 calc R . . C39 C 0.48528(16) -0.02396(17) 0.60809(14) 0.0388(8) Uani 1 1 d D . . C40 C 0.38542(17) 0.22111(17) 0.54488(14) 0.0388(8) Uani 1 1 d D . . C41 C 0.22694(15) -0.01035(16) 0.65307(12) 0.0281(7) Uani 1 1 d . . . C42 C 0.18092(15) -0.03579(17) 0.68433(13) 0.0324(7) Uani 1 1 d . . . H42 H 0.1764 -0.0074 0.7168 0.039 Uiso 1 1 calc R . . C43 C 0.14220(16) -0.10008(17) 0.66975(13) 0.0335(7) Uani 1 1 d . C . C44 C 0.14593(16) -0.14277(17) 0.62198(14) 0.0365(8) Uani 1 1 d . . . H44 H 0.1196 -0.1870 0.6119 0.044 Uiso 1 1 calc R . . C45 C 0.18912(15) -0.11909(17) 0.58931(13) 0.0326(7) Uani 1 1 d . D . C46 C 0.22834(15) -0.05484(16) 0.60475(13) 0.0295(7) Uani 1 1 d . . . H46 H 0.2575 -0.0404 0.5814 0.035 Uiso 1 1 calc R . . C47 C 0.09603(18) -0.1227(2) 0.70586(16) 0.0499(9) Uani 1 1 d D . . C48 C 0.19465(19) -0.16366(19) 0.53790(16) 0.0486(9) Uani 1 1 d D . . C49 C 0.20033(15) 0.12517(16) 0.64917(14) 0.0320(7) Uani 1 1 d . . . C50 C 0.16889(16) 0.15371(17) 0.69032(14) 0.0350(7) Uani 1 1 d . . . H50 H 0.1923 0.1435 0.7338 0.042 Uiso 1 1 calc R . . C51 C 0.10437(16) 0.19658(17) 0.66889(15) 0.0392(8) Uani 1 1 d . E . C52 C 0.06962(17) 0.21420(18) 0.60607(15) 0.0398(8) Uani 1 1 d . . . H52 H 0.0262 0.2442 0.5917 0.048 Uiso 1 1 calc R . . C53 C 0.09960(16) 0.18707(17) 0.56460(14) 0.0357(8) Uani 1 1 d . F . C54 C 0.16252(15) 0.14290(16) 0.58636(13) 0.0317(7) Uani 1 1 d . . . H54 H 0.1809 0.1236 0.5568 0.038 Uiso 1 1 calc R . . C55 C 0.07441(19) 0.2259(2) 0.71492(17) 0.0542(10) Uani 1 1 d D . . C56 C 0.06648(18) 0.20637(19) 0.49715(16) 0.0464(9) Uani 1 1 d D . . C57 C 0.31934(15) 0.07291(16) 0.74788(13) 0.0294(7) Uani 1 1 d . . . C58 C 0.35064(16) 0.13943(17) 0.77366(13) 0.0342(7) Uani 1 1 d . . . H58 H 0.3430 0.1794 0.7465 0.041 Uiso 1 1 calc R . . C59 C 0.39185(16) 0.14868(17) 0.83669(14) 0.0375(8) Uani 1 1 d . G . C60 C 0.40436(17) 0.09151(19) 0.87788(14) 0.0406(8) Uani 1 1 d . . . H60 H 0.4315 0.0980 0.9216 0.049 Uiso 1 1 calc R . . C61 C 0.37642(16) 0.02478(18) 0.85387(13) 0.0370(8) Uani 1 1 d . H . C62 C 0.33477(15) 0.01688(17) 0.78973(12) 0.0317(7) Uani 1 1 d . . . H62 H 0.3162 -0.0293 0.7742 0.038 Uiso 1 1 calc R . . C63 C 0.42155(19) 0.22136(19) 0.86081(15) 0.0486(9) Uani 1 1 d D . . C64 C 0.38876(19) -0.0385(2) 0.89637(15) 0.0501(10) Uani 1 1 d D . . F1A F 0.4843(3) -0.0783(3) 0.6451(3) 0.0641(17) Uani 0.422(5) 1 d PD A 2 F2A F 0.5571(3) -0.0029(4) 0.6322(4) 0.058(2) Uani 0.422(5) 1 d PD A 2 F3A F 0.4696(5) -0.0493(5) 0.5526(4) 0.102(3) Uani 0.422(5) 1 d PD A 2 F4A F 0.3762(3) 0.2797(3) 0.5750(3) 0.0458(16) Uani 0.492(6) 1 d PD B 2 F5A F 0.3267(4) 0.2231(4) 0.4902(3) 0.084(3) Uani 0.492(6) 1 d PD B 2 F6A F 0.4464(4) 0.2345(4) 0.5321(4) 0.085(2) Uani 0.492(6) 1 d PD B 2 F7A F 0.0286(3) -0.0895(4) 0.6843(3) 0.108(2) Uani 0.504(4) 1 d PD C 2 F8A F 0.1233(3) -0.1101(4) 0.7634(2) 0.107(3) Uani 0.504(4) 1 d PD C 2 F9A F 0.0753(4) -0.1906(3) 0.6957(4) 0.127(2) Uani 0.504(4) 1 d PD C 2 F10A F 0.1606(4) -0.2268(4) 0.5312(4) 0.105(2) Uani 0.413(4) 1 d PD D 2 F11A F 0.2692(4) -0.1883(4) 0.5608(3) 0.074(2) Uani 0.413(4) 1 d PD D 2 F12A F 0.1894(6) -0.1329(5) 0.4876(4) 0.134(4) Uani 0.413(4) 1 d PD D 2 F14A F 0.0626(3) 0.1754(3) 0.7506(2) 0.0834(18) Uani 0.603(9) 1 d PD E 2 F13A F 0.1226(3) 0.2697(3) 0.7564(3) 0.130(2) Uani 0.603(9) 1 d PD E 2 F15A F 0.0078(3) 0.2605(4) 0.6900(3) 0.0784(19) Uani 0.603(9) 1 d PD E 2 F16A F -0.0024(5) 0.2342(7) 0.4854(4) 0.117(5) Uani 0.354(6) 1 d PD F 2 F17A F 0.0535(5) 0.1475(4) 0.4626(3) 0.055(3) Uani 0.354(6) 1 d PD F 2 F18A F 0.1070(6) 0.2562(7) 0.4840(5) 0.116(5) Uani 0.354(6) 1 d PD F 2 F19A F 0.4350(3) 0.2608(3) 0.8185(2) 0.0668(16) Uani 0.559(5) 1 d PD G 2 F20A F 0.3742(3) 0.2631(3) 0.8732(3) 0.1060(17) Uani 0.559(5) 1 d PD G 2 F21A F 0.4884(4) 0.2233(4) 0.9068(3) 0.149(4) Uani 0.559(5) 1 d PD G 2 F22A F 0.4071(3) -0.0966(2) 0.87306(19) 0.0782(19) Uani 0.634(6) 1 d PD H 2 F23A F 0.3301(3) -0.0539(4) 0.9104(3) 0.0919(19) Uani 0.634(6) 1 d PD H 2 F24A F 0.4454(3) -0.0285(3) 0.9508(2) 0.0615(14) Uani 0.634(6) 1 d PD H 2 F13 F 0.1258(4) 0.2696(4) 0.7566(4) 0.069(3) Uani 0.397(9) 1 d PD E 1 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 0.0335(2) 0.0346(2) 0.0363(2) -0.00478(19) 0.01885(17) 0.00162(19) F1 0.102(2) 0.045(3) 0.133(3) 0.008(2) 0.086(2) 0.010(2) O1 0.0480(12) 0.0617(16) 0.0538(13) -0.0055(12) 0.0233(10) -0.0161(12) N1 0.0314(11) 0.0311(14) 0.0314(12) 0.0002(10) 0.0145(10) 0.0030(11) C1 0.0331(14) 0.059(2) 0.0305(15) -0.0053(15) 0.0167(12) 0.0020(16) B1 0.0327(15) 0.0313(19) 0.0272(16) -0.0035(14) 0.0146(13) -0.0013(14) F2 0.057(3) 0.095(4) 0.067(3) -0.029(3) -0.004(2) 0.022(3) O2 0.0398(12) 0.108(2) 0.0577(15) 0.0288(15) 0.0195(11) 0.0199(14) N2 0.0356(12) 0.0325(14) 0.0351(12) 0.0005(11) 0.0190(10) 0.0046(11) C2 0.0387(16) 0.058(2) 0.0545(19) 0.0006(17) 0.0277(15) 0.0049(16) B2 0.0337(16) 0.037(2) 0.0260(16) -0.0033(14) 0.0142(13) -0.0002(15) F3 0.080(2) 0.064(3) 0.0426(19) -0.0040(18) 0.0377(16) 0.021(2) N3 0.0338(12) 0.0324(14) 0.0262(11) -0.0060(10) 0.0139(10) -0.0011(11) C3 0.0403(16) 0.051(2) 0.0470(18) -0.0223(16) 0.0189(14) -0.0088(16) F4 0.070(2) 0.044(3) 0.089(3) 0.011(2) 0.050(2) 0.006(2) C4 0.063(2) 0.037(2) 0.056(2) -0.0130(16) 0.0276(17) -0.0069(17) F5 0.089(3) 0.052(3) 0.037(2) 0.012(2) 0.014(2) -0.027(3) C5 0.0591(19) 0.040(2) 0.071(2) -0.0165(18) 0.0316(17) 0.0078(17) F6 0.0370(19) 0.042(3) 0.056(2) 0.0041(19) 0.0228(17) -0.0119(19) C6 0.0672(19) 0.062(2) 0.0483(18) -0.0287(17) 0.0384(15) -0.0203(19) F7 0.120(3) 0.070(4) 0.163(4) 0.003(3) 0.121(3) -0.003(3) C7 0.064(2) 0.049(2) 0.0331(17) -0.0130(16) 0.0143(16) 0.0005(18) F8 0.071(3) 0.146(5) 0.061(3) 0.060(3) 0.030(2) 0.021(3) C8 0.0269(13) 0.0346(17) 0.0305(14) -0.0014(13) 0.0117(11) -0.0020(13) F9 0.060(2) 0.120(5) 0.062(3) -0.031(3) 0.035(2) -0.057(3) C9 0.0359(14) 0.0314(16) 0.0282(14) 0.0000(12) 0.0169(11) 0.0018(13) F10 0.073(2) 0.082(3) 0.063(2) -0.044(2) 0.0349(18) -0.031(2) C10 0.0403(15) 0.0337(17) 0.0430(16) -0.0064(14) 0.0202(13) -0.0056(14) F11 0.159(4) 0.052(3) 0.041(2) 0.0089(18) 0.035(2) 0.059(3) C11 0.0687(19) 0.0339(19) 0.0551(19) -0.0045(15) 0.0388(16) -0.0035(16) F12 0.078(2) 0.041(2) 0.0295(16) -0.0106(14) 0.0335(15) -0.0134(18) C12 0.071(2) 0.039(2) 0.048(2) 0.0079(16) 0.0236(17) 0.0033(18) C13 0.0468(17) 0.052(2) 0.0349(16) 0.0036(15) 0.0166(14) 0.0073(16) F14 0.098(4) 0.133(7) 0.131(5) -0.061(5) 0.085(4) -0.075(5) C14 0.0372(15) 0.0379(18) 0.0306(15) -0.0008(13) 0.0142(12) -0.0009(14) F15 0.098(4) 0.137(6) 0.103(5) -0.006(5) 0.059(4) 0.087(4) C15 0.0338(14) 0.0313(17) 0.0402(16) 0.0003(13) 0.0184(12) 0.0030(13) F16 0.078(2) 0.067(2) 0.061(2) 0.0171(19) 0.0281(19) 0.043(2) C16 0.0340(15) 0.0373(18) 0.0443(17) 0.0023(14) 0.0157(13) -0.0026(14) F17 0.060(2) 0.067(3) 0.057(3) 0.012(2) 0.006(2) -0.002(2) C17 0.0423(18) 0.062(2) 0.057(2) 0.0220(19) 0.0119(16) 0.0051(18) F18 0.0524(19) 0.069(3) 0.0427(18) 0.0119(17) 0.0159(15) -0.0130(18) C18 0.0495(19) 0.053(2) 0.066(2) 0.0296(19) 0.0207(17) 0.0062(18) F19 0.129(3) 0.109(4) 0.170(4) -0.103(3) 0.130(3) -0.091(3) C19 0.0449(17) 0.0276(18) 0.082(2) 0.0047(16) 0.0334(16) -0.0008(15) F20 0.074(4) 0.072(4) 0.103(5) -0.021(4) -0.010(4) 0.032(4) C20 0.0326(14) 0.0368(18) 0.0397(16) -0.0010(14) 0.0159(12) 0.0020(14) F21 0.132(5) 0.045(3) 0.045(3) -0.025(2) 0.005(3) -0.033(3) C21 0.0370(15) 0.0298(16) 0.0277(14) -0.0049(12) 0.0116(12) 0.0050(13) F22 0.062(4) 0.079(5) 0.137(6) 0.083(4) 0.031(4) -0.004(4) C22 0.0383(15) 0.047(2) 0.0331(16) -0.0036(14) 0.0128(13) 0.0076(15) F23 0.231(10) 0.095(6) 0.029(4) -0.020(4) 0.037(5) -0.063(7) C23 0.0449(17) 0.064(2) 0.0460(19) 0.0057(17) 0.0180(15) 0.0200(17) F24 0.066(3) 0.102(6) 0.100(4) 0.064(4) 0.065(3) 0.032(4) C24 0.071(2) 0.040(2) 0.0415(18) 0.0028(15) 0.0258(16) 0.0203(17) C25 0.0571(19) 0.0328(18) 0.0375(17) -0.0026(14) 0.0130(15) 0.0085(16) C26 0.0418(17) 0.0312(17) 0.0372(17) -0.0020(14) 0.0082(14) 0.0024(14) C27 0.0368(14) 0.0359(18) 0.0319(15) -0.0020(13) 0.0165(12) 0.0015(13) C28 0.0446(16) 0.049(2) 0.0457(17) -0.0070(15) 0.0277(14) -0.0068(15) C29 0.0622(18) 0.052(2) 0.064(2) -0.0022(17) 0.0428(16) -0.0038(18) C30 0.074(2) 0.070(3) 0.0530(19) 0.0101(18) 0.0450(16) 0.005(2) C31 0.0557(19) 0.057(2) 0.0375(17) -0.0018(16) 0.0210(15) 0.0080(18) C32 0.0420(16) 0.056(2) 0.0274(15) -0.0042(15) 0.0145(13) 0.0031(16) C33 0.0272(13) 0.0328(17) 0.0243(14) -0.0048(12) 0.0046(11) -0.0041(13) C34 0.0297(13) 0.0266(16) 0.0308(14) -0.0028(12) 0.0121(11) -0.0076(12) C35 0.0290(13) 0.0338(17) 0.0325(15) -0.0036(13) 0.0111(12) 0.0006(13) C36 0.0351(14) 0.0352(17) 0.0315(15) -0.0048(13) 0.0159(12) -0.0092(13) C37 0.0312(14) 0.0329(17) 0.0240(14) -0.0014(12) 0.0075(11) -0.0009(13) C38 0.0297(13) 0.0346(17) 0.0274(14) -0.0008(13) 0.0114(11) 0.0017(13) C39 0.0390(15) 0.0369(19) 0.0453(17) -0.0028(15) 0.0214(13) -0.0019(15) C40 0.0468(17) 0.0361(18) 0.0363(16) 0.0017(14) 0.0189(14) 0.0004(15) C41 0.0263(13) 0.0332(17) 0.0237(13) 0.0018(12) 0.0082(11) 0.0033(12) C42 0.0321(13) 0.0398(18) 0.0285(14) -0.0024(13) 0.0154(11) 0.0013(13) C43 0.0366(15) 0.0339(17) 0.0313(15) -0.0029(13) 0.0144(12) -0.0063(14) C44 0.0345(15) 0.0352(18) 0.0362(16) -0.0009(14) 0.0094(13) -0.0055(14) C45 0.0313(14) 0.0338(17) 0.0324(15) -0.0073(13) 0.0120(12) -0.0017(13) C46 0.0295(13) 0.0323(17) 0.0284(14) -0.0015(12) 0.0128(11) 0.0010(13) C47 0.0471(17) 0.060(2) 0.0502(19) -0.0073(17) 0.0268(15) -0.0139(18) C48 0.0555(19) 0.043(2) 0.053(2) -0.0105(17) 0.0272(16) -0.0064(17) C49 0.0326(14) 0.0256(16) 0.0395(16) -0.0044(13) 0.0157(12) -0.0057(12) C50 0.0397(15) 0.0350(18) 0.0355(15) -0.0038(13) 0.0200(12) -0.0035(14) C51 0.0377(15) 0.0372(18) 0.0485(17) -0.0109(14) 0.0230(13) -0.0013(14) C52 0.0299(14) 0.0365(18) 0.0521(19) -0.0083(15) 0.0148(14) -0.0002(14) C53 0.0284(14) 0.0363(18) 0.0389(17) -0.0024(14) 0.0090(13) -0.0004(13) C54 0.0296(14) 0.0315(17) 0.0320(15) -0.0036(13) 0.0094(12) -0.0039(13) C55 0.0462(18) 0.060(2) 0.063(2) -0.0104(19) 0.0280(17) -0.0004(19) C56 0.0359(17) 0.046(2) 0.049(2) -0.0018(17) 0.0065(15) 0.0035(16) C57 0.0287(13) 0.0316(16) 0.0306(14) -0.0061(12) 0.0146(11) -0.0010(12) C58 0.0354(15) 0.0334(17) 0.0332(15) -0.0044(13) 0.0124(12) 0.0009(14) C59 0.0372(15) 0.0407(19) 0.0372(16) -0.0155(14) 0.0169(13) -0.0073(14) C60 0.0371(15) 0.059(2) 0.0242(14) -0.0095(15) 0.0100(12) -0.0086(16) C61 0.0379(15) 0.048(2) 0.0269(14) -0.0046(14) 0.0143(12) -0.0079(15) C62 0.0359(14) 0.0374(17) 0.0243(14) -0.0072(13) 0.0144(11) -0.0067(13) C63 0.0524(19) 0.047(2) 0.0436(19) -0.0144(17) 0.0155(16) -0.0021(18) C64 0.0537(19) 0.066(3) 0.0324(17) 0.0013(17) 0.0181(15) -0.0134(19) F1A 0.085(3) 0.038(3) 0.107(4) 0.042(3) 0.079(3) 0.035(3) F2A 0.025(2) 0.034(3) 0.121(5) 0.007(3) 0.034(3) 0.000(2) F3A 0.102(6) 0.094(6) 0.083(5) -0.050(4) 0.003(4) 0.030(5) F4A 0.058(3) 0.032(3) 0.048(3) 0.004(2) 0.021(2) -0.003(2) F5A 0.097(5) 0.081(5) 0.044(3) 0.020(3) -0.005(3) -0.010(4) F6A 0.099(4) 0.080(4) 0.113(4) 0.057(3) 0.080(3) 0.031(3) F7A 0.073(3) 0.161(7) 0.114(4) 0.023(4) 0.060(3) 0.008(4) F8A 0.100(3) 0.191(7) 0.044(3) -0.023(3) 0.043(2) -0.083(4) F9A 0.188(5) 0.071(4) 0.201(6) -0.029(4) 0.162(4) -0.056(4) F10A 0.107(4) 0.081(4) 0.163(6) -0.081(4) 0.093(4) -0.059(4) F11A 0.097(4) 0.073(5) 0.069(4) -0.019(3) 0.052(3) 0.025(4) F12A 0.210(9) 0.115(7) 0.044(4) -0.002(4) 0.013(5) 0.103(7) F14A 0.128(4) 0.081(4) 0.077(3) 0.025(3) 0.080(3) 0.048(3) F13A 0.107(3) 0.176(5) 0.150(3) -0.131(3) 0.098(3) -0.072(4) F15A 0.063(3) 0.106(5) 0.074(3) -0.009(3) 0.034(2) 0.011(3) F16A 0.060(5) 0.219(13) 0.036(5) -0.015(6) -0.020(4) 0.079(6) F17A 0.078(5) 0.056(5) 0.024(3) -0.032(3) 0.014(3) 0.008(4) F18A 0.131(9) 0.100(8) 0.073(7) 0.022(6) -0.011(6) -0.036(7) F19A 0.088(3) 0.047(3) 0.065(3) -0.015(2) 0.029(2) -0.031(2) F20A 0.150(3) 0.065(3) 0.171(4) -0.065(3) 0.138(3) -0.044(3) F21A 0.146(6) 0.071(4) 0.114(5) 0.018(4) -0.080(5) -0.043(4) F22A 0.157(5) 0.036(2) 0.036(2) -0.0052(19) 0.031(2) 0.005(3) F23A 0.073(3) 0.138(5) 0.080(3) 0.031(3) 0.045(2) -0.003(3) F24A 0.063(2) 0.073(3) 0.030(2) 0.0228(19) -0.0032(17) -0.015(2) F13 0.055(4) 0.075(5) 0.069(5) -0.026(5) 0.014(4) 0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C1 1.775(4) . ? Fe1 C2 1.777(3) . ? Fe1 C8 1.938(3) . ? Fe1 C5 2.100(4) . ? Fe1 C7 2.100(3) . ? Fe1 C4 2.107(4) . ? Fe1 C6 2.107(3) . ? Fe1 C3 2.110(3) . ? F1 C39 1.316(5) . ? O1 C1 1.146(4) . ? N1 C8 1.358(4) . ? N1 C9 1.468(4) . ? N1 B1 1.506(4) . ? B1 N3 1.371(4) . ? B1 N2 1.491(4) . ? B1 C8 1.979(4) . ? F2 C39 1.320(5) . ? O2 C2 1.144(4) . ? N2 C8 1.357(4) . ? N2 C15 1.466(4) . ? B2 C41 1.629(5) . ? B2 C49 1.643(4) . ? B2 C33 1.649(4) . ? B2 C57 1.652(4) . ? F3 C39 1.343(5) . ? N3 C27 1.490(4) . ? N3 C21 1.492(4) . ? C3 C4 1.390(5) . ? C3 C7 1.393(5) . ? F4 C40 1.339(6) . ? C4 C5 1.418(5) . ? F5 C40 1.332(5) . ? C5 C6 1.400(5) . ? F6 C40 1.330(5) . ? C6 C7 1.420(5) . ? F7 C47 1.328(6) . ? F8 C47 1.320(6) . ? F9 C47 1.291(6) . ? C9 C14 1.520(4) . ? C9 C10 1.537(4) . ? F10 C48 1.376(5) . ? C10 C11 1.527(5) . ? F11 C48 1.292(6) . ? C11 C12 1.519(5) . ? F12 C48 1.361(5) . ? C12 C13 1.513(5) . ? C13 C14 1.527(4) . ? F14 C55 1.301(9) . ? F15 C55 1.316(8) . ? C15 C20 1.523(4) . ? C15 C16 1.534(4) . ? F16 C56 1.313(5) . ? C16 C17 1.526(5) . ? F17 C56 1.367(5) . ? C17 C18 1.537(5) . ? F18 C56 1.352(5) . ? C18 C19 1.526(5) . ? F19 C63 1.287(7) . ? C19 C20 1.530(5) . ? F20 C63 1.318(7) . ? F21 C63 1.348(6) . ? C21 C26 1.522(4) . ? C21 C22 1.530(4) . ? F22 C64 1.333(8) . ? C22 C23 1.530(5) . ? F23 C64 1.308(7) . ? C23 C24 1.523(5) . ? F24 C64 1.316(8) . ? C24 C25 1.509(5) . ? C25 C26 1.540(4) . ? C27 C28 1.529(4) . ? C27 C32 1.530(4) . ? C28 C29 1.531(5) . ? C29 C30 1.527(5) . ? C30 C31 1.492(5) . ? C31 C32 1.536(5) . ? C33 C34 1.393(4) . ? C33 C38 1.397(4) . ? C34 C35 1.391(4) . ? C35 C36 1.391(4) . ? C35 C39 1.492(4) . ? C36 C37 1.377(4) . ? C37 C38 1.400(4) . ? C37 C40 1.489(4) . ? C39 F3A 1.290(8) . ? C39 F2A 1.327(6) . ? C39 F1A 1.332(6) . ? C40 F6A 1.330(7) . ? C40 F5A 1.332(6) . ? C40 F4A 1.345(6) . ? C41 C46 1.400(4) . ? C41 C42 1.416(4) . ? C42 C43 1.383(4) . ? C43 C44 1.386(4) . ? C43 C47 1.488(5) . ? C44 C45 1.386(4) . ? C45 C46 1.388(4) . ? C45 C48 1.487(5) . ? C47 F8A 1.251(6) . ? C47 F9A 1.324(7) . ? C47 F7A 1.342(6) . ? C48 F12A 1.264(9) . ? C48 F10A 1.327(7) . ? C48 F11A 1.394(7) . ? C49 C54 1.392(4) . ? C49 C50 1.409(4) . ? C50 C51 1.393(4) . ? C51 C52 1.386(4) . ? C51 C55 1.491(5) . ? C52 C53 1.386(5) . ? C53 C54 1.385(4) . ? C53 C56 1.485(5) . ? C55 F13A 1.327(6) . ? C55 F14A 1.328(6) . ? C55 F15A 1.344(6) . ? C55 F13 1.354(8) . ? C56 F18A 1.319(11) . ? C56 F17A 1.327(7) . ? C56 F16A 1.342(9) . ? C57 C62 1.379(4) . ? C57 C58 1.409(4) . ? C58 C59 1.377(4) . ? C59 C60 1.390(5) . ? C59 C63 1.495(5) . ? C60 C61 1.386(5) . ? C61 C62 1.397(4) . ? C61 C64 1.497(5) . ? C63 F20A 1.306(6) . ? C63 F21A 1.313(6) . ? C63 F19A 1.325(6) . ? C64 F23A 1.311(6) . ? C64 F22A 1.318(6) . ? C64 F24A 1.321(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 C1 Fe1 C2 91.53(15) . . ? C1 Fe1 C8 92.76(14) . . ? C2 Fe1 C8 93.36(14) . . ? C1 Fe1 C5 121.06(15) . . ? C2 Fe1 C5 92.38(16) . . ? C8 Fe1 C5 145.51(14) . . ? C1 Fe1 C7 100.37(14) . . ? C2 Fe1 C7 157.94(16) . . ? C8 Fe1 C7 104.44(13) . . ? C5 Fe1 C7 65.58(14) . . ? C1 Fe1 C4 158.39(14) . . ? C2 Fe1 C4 97.63(16) . . ? C8 Fe1 C4 106.12(13) . . ? C5 Fe1 C4 39.39(14) . . ? C7 Fe1 C4 65.23(14) . . ? C1 Fe1 C6 93.03(14) . . ? C2 Fe1 C6 122.12(15) . . ? C8 Fe1 C6 143.83(13) . . ? C5 Fe1 C6 38.87(15) . . ? C7 Fe1 C6 39.44(14) . . ? C4 Fe1 C6 65.52(15) . . ? C1 Fe1 C3 135.99(14) . . ? C2 Fe1 C3 132.46(16) . . ? C8 Fe1 C3 86.39(12) . . ? C5 Fe1 C3 65.11(14) . . ? C7 Fe1 C3 38.65(14) . . ? C4 Fe1 C3 38.50(13) . . ? C6 Fe1 C3 65.18(13) . . ? C8 N1 C9 127.2(2) . . ? C8 N1 B1 87.3(2) . . ? C9 N1 B1 144.2(2) . . ? O1 C1 Fe1 177.9(3) . . ? N3 B1 N2 136.7(3) . . ? N3 B1 N1 136.8(3) . . ? N2 B1 N1 86.5(2) . . ? N3 B1 C8 179.4(3) . . ? N2 B1 C8 43.24(15) . . ? N1 B1 C8 43.27(15) . . ? C8 N2 C15 127.7(2) . . ? C8 N2 B1 87.9(2) . . ? C15 N2 B1 144.4(2) . . ? O2 C2 Fe1 178.1(3) . . ? C41 B2 C49 104.0(2) . . ? C41 B2 C33 112.0(2) . . ? C49 B2 C33 112.1(2) . . ? C41 B2 C57 111.8(2) . . ? C49 B2 C57 110.9(2) . . ? C33 B2 C57 106.3(2) . . ? B1 N3 C27 118.1(3) . . ? B1 N3 C21 119.4(2) . . ? C27 N3 C21 122.4(2) . . ? C4 C3 C7 109.1(3) . . ? C4 C3 Fe1 70.64(19) . . ? C7 C3 Fe1 70.28(19) . . ? C3 C4 C5 107.6(3) . . ? C3 C4 Fe1 70.9(2) . . ? C5 C4 Fe1 70.0(2) . . ? C6 C5 C4 108.1(3) . . ? C6 C5 Fe1 70.8(2) . . ? C4 C5 Fe1 70.6(2) . . ? C5 C6 C7 107.5(3) . . ? C5 C6 Fe1 70.3(2) . . ? C7 C6 Fe1 70.01(19) . . ? C3 C7 C6 107.7(3) . . ? C3 C7 Fe1 71.07(19) . . ? C6 C7 Fe1 70.55(19) . . ? N2 C8 N1 98.3(2) . . ? N2 C8 Fe1 130.8(2) . . ? N1 C8 Fe1 130.8(2) . . ? N2 C8 B1 48.85(17) . . ? N1 C8 B1 49.46(17) . . ? Fe1 C8 B1 177.89(19) . . ? N1 C9 C14 112.5(2) . . ? N1 C9 C10 112.5(2) . . ? C14 C9 C10 111.6(2) . . ? C11 C10 C9 110.7(3) . . ? C12 C11 C10 111.5(3) . . ? C13 C12 C11 111.9(3) . . ? C12 C13 C14 111.0(3) . . ? C9 C14 C13 111.4(2) . . ? N2 C15 C20 111.8(2) . . ? N2 C15 C16 111.6(2) . . ? C20 C15 C16 112.8(3) . . ? C17 C16 C15 111.3(3) . . ? C16 C17 C18 110.6(3) . . ? C19 C18 C17 109.6(3) . . ? C18 C19 C20 111.6(3) . . ? C15 C20 C19 111.0(2) . . ? N3 C21 C26 112.6(2) . . ? N3 C21 C22 114.6(2) . . ? C26 C21 C22 111.2(2) . . ? C23 C22 C21 109.8(3) . . ? C24 C23 C22 111.3(3) . . ? C25 C24 C23 110.7(3) . . ? C24 C25 C26 111.1(3) . . ? C21 C26 C25 110.7(2) . . ? N3 C27 C28 114.9(2) . . ? N3 C27 C32 115.4(3) . . ? C28 C27 C32 110.9(3) . . ? C27 C28 C29 109.6(3) . . ? C30 C29 C28 111.3(3) . . ? C31 C30 C29 111.4(3) . . ? C30 C31 C32 112.4(3) . . ? C27 C32 C31 108.6(3) . . ? C34 C33 C38 115.7(3) . . ? C34 C33 B2 121.0(3) . . ? C38 C33 B2 123.3(3) . . ? C35 C34 C33 122.9(3) . . ? C34 C35 C36 119.9(3) . . ? C34 C35 C39 121.3(3) . . ? C36 C35 C39 118.7(3) . . ? C37 C36 C35 118.7(3) . . ? C36 C37 C38 120.5(3) . . ? C36 C37 C40 120.0(3) . . ? C38 C37 C40 119.4(3) . . ? C33 C38 C37 122.1(3) . . ? F3A C39 F1 83.3(5) . . ? F3A C39 F2 120.0(6) . . ? F1 C39 F2 109.9(4) . . ? F3A C39 F2A 109.6(6) . . ? F1 C39 F2A 122.2(4) . . ? F2 C39 F2A 15.5(5) . . ? F3A C39 F1A 107.6(6) . . ? F1 C39 F1A 26.5(4) . . ? F2 C39 F1A 88.3(4) . . ? F2A C39 F1A 102.9(4) . . ? F3A C39 F3 20.7(5) . . ? F1 C39 F3 101.4(4) . . ? F2 C39 F3 103.9(4) . . ? F2A C39 F3 91.4(5) . . ? F1A C39 F3 122.9(4) . . ? F3A C39 C35 111.9(4) . . ? F1 C39 C35 114.3(3) . . ? F2 C39 C35 113.9(4) . . ? F2A C39 C35 111.8(4) . . ? F1A C39 C35 112.6(4) . . ? F3 C39 C35 112.3(3) . . ? F6A C40 F6 15.7(4) . . ? F6A C40 F5A 106.0(5) . . ? F6 C40 F5A 121.2(5) . . ? F6A C40 F5 91.4(5) . . ? F6 C40 F5 106.9(4) . . ? F5A C40 F5 16.0(6) . . ? F6A C40 F4 114.8(5) . . ? F6 C40 F4 107.5(4) . . ? F5A C40 F4 92.6(5) . . ? F5 C40 F4 105.1(4) . . ? F6A C40 F4A 105.1(5) . . ? F6 C40 F4A 96.1(4) . . ? F5A C40 F4A 103.8(5) . . ? F5 C40 F4A 114.9(4) . . ? F4 C40 F4A 12.8(4) . . ? F6A C40 C37 116.2(4) . . ? F6 C40 C37 110.1(3) . . ? F5A C40 C37 110.9(4) . . ? F5 C40 C37 113.4(3) . . ? F4 C40 C37 113.5(4) . . ? F4A C40 C37 113.8(4) . . ? C46 C41 C42 114.3(3) . . ? C46 C41 B2 125.1(3) . . ? C42 C41 B2 120.5(3) . . ? C43 C42 C41 123.1(3) . . ? C42 C43 C44 120.6(3) . . ? C42 C43 C47 119.1(3) . . ? C44 C43 C47 120.3(3) . . ? C43 C44 C45 118.2(3) . . ? C44 C45 C46 120.7(3) . . ? C44 C45 C48 119.6(3) . . ? C46 C45 C48 119.6(3) . . ? C45 C46 C41 123.1(3) . . ? F8A C47 F9 125.4(5) . . ? F8A C47 F8 40.4(4) . . ? F9 C47 F8 105.3(5) . . ? F8A C47 F9A 110.1(6) . . ? F9 C47 F9A 34.3(4) . . ? F8 C47 F9A 76.4(5) . . ? F8A C47 F7 67.3(5) . . ? F9 C47 F7 103.7(4) . . ? F8 C47 F7 105.8(5) . . ? F9A C47 F7 129.9(5) . . ? F8A C47 F7A 105.0(5) . . ? F9 C47 F7A 68.0(4) . . ? F8 C47 F7A 134.6(5) . . ? F9A C47 F7A 101.4(5) . . ? F7 C47 F7A 41.4(4) . . ? F8A C47 C43 116.6(4) . . ? F9 C47 C43 116.2(4) . . ? F8 C47 C43 112.1(4) . . ? F9A C47 C43 112.0(4) . . ? F7 C47 C43 112.8(4) . . ? F7A C47 C43 110.5(4) . . ? F12A C48 F11 109.6(6) . . ? F12A C48 F10A 115.6(6) . . ? F11 C48 F10A 73.4(4) . . ? F12A C48 F12 13.4(6) . . ? F11 C48 F12 106.1(4) . . ? F10A C48 F12 127.9(5) . . ? F12A C48 F10 85.2(6) . . ? F11 C48 F10 109.0(4) . . ? F10A C48 F10 40.8(4) . . ? F12 C48 F10 98.6(3) . . ? F12A C48 F11A 102.2(6) . . ? F11 C48 F11A 24.5(4) . . ? F10A C48 F11A 97.7(5) . . ? F12 C48 F11A 93.9(4) . . ? F10 C48 F11A 132.8(5) . . ? F12A C48 C45 118.3(5) . . ? F11 C48 C45 117.6(3) . . ? F10A C48 C45 114.2(4) . . ? F12 C48 C45 111.3(3) . . ? F10 C48 C45 112.3(3) . . ? F11A C48 C45 104.8(4) . . ? C54 C49 C50 115.4(3) . . ? C54 C49 B2 121.7(3) . . ? C50 C49 B2 122.5(3) . . ? C51 C50 C49 121.7(3) . . ? C52 C51 C50 120.9(3) . . ? C52 C51 C55 119.9(3) . . ? C50 C51 C55 119.1(3) . . ? C53 C52 C51 118.6(3) . . ? C54 C53 C52 119.8(3) . . ? C54 C53 C56 119.2(3) . . ? C52 C53 C56 120.9(3) . . ? C53 C54 C49 123.6(3) . . ? F14 C55 F15 106.4(6) . . ? F14 C55 F13A 107.9(5) . . ? F15 C55 F13A 102.5(5) . . ? F14 C55 F14A 7.2(5) . . ? F15 C55 F14A 113.0(6) . . ? F13A C55 F14A 103.0(5) . . ? F14 C55 F15A 97.8(5) . . ? F15 C55 F15A 8.8(6) . . ? F13A C55 F15A 107.2(5) . . ? F14A C55 F15A 104.5(4) . . ? F14 C55 F13 108.7(6) . . ? F15 C55 F13 104.1(6) . . ? F13A C55 F13 2.2(6) . . ? F14A C55 F13 103.6(5) . . ? F15A C55 F13 109.0(5) . . ? F14 C55 C51 114.1(5) . . ? F15 C55 C51 111.9(5) . . ? F13A C55 C51 113.1(4) . . ? F14A C55 C51 112.5(4) . . ? F15A C55 C51 115.5(4) . . ? F13 C55 C51 110.9(5) . . ? F16 C56 F18A 92.4(6) . . ? F16 C56 F17A 110.0(5) . . ? F18A C56 F17A 116.0(8) . . ? F16 C56 F16A 15.1(7) . . ? F18A C56 F16A 107.2(8) . . ? F17A C56 F16A 104.9(7) . . ? F16 C56 F18 106.6(4) . . ? F18A C56 F18 18.9(7) . . ? F17A C56 F18 98.7(5) . . ? F16A C56 F18 121.7(7) . . ? F16 C56 F17 104.4(3) . . ? F18A C56 F17 116.6(7) . . ? F17A C56 F17 5.6(5) . . ? F16A C56 F17 99.6(6) . . ? F18 C56 F17 100.3(4) . . ? F16 C56 C53 116.9(4) . . ? F18A C56 C53 111.2(5) . . ? F17A C56 C53 109.7(4) . . ? F16A C56 C53 107.3(5) . . ? F18 C56 C53 113.4(3) . . ? F17 C56 C53 113.6(3) . . ? C62 C57 C58 115.5(3) . . ? C62 C57 B2 125.1(3) . . ? C58 C57 B2 119.4(3) . . ? C59 C58 C57 122.5(3) . . ? C58 C59 C60 120.5(3) . . ? C58 C59 C63 119.4(3) . . ? C60 C59 C63 120.1(3) . . ? C61 C60 C59 118.6(3) . . ? C60 C61 C62 119.7(3) . . ? C60 C61 C64 120.5(3) . . ? C62 C61 C64 119.7(3) . . ? C57 C62 C61 123.1(3) . . ? F19 C63 F20A 115.8(5) . . ? F19 C63 F20 108.8(6) . . ? F20A C63 F20 16.3(5) . . ? F19 C63 F21A 78.2(5) . . ? F20A C63 F21A 110.3(6) . . ? F20 C63 F21A 124.7(6) . . ? F19 C63 F19A 23.8(4) . . ? F20A C63 F19A 100.0(4) . . ? F20 C63 F19A 89.1(5) . . ? F21A C63 F19A 100.4(5) . . ? F19 C63 F21 109.1(5) . . ? F20A C63 F21 86.8(5) . . ? F20 C63 F21 103.1(5) . . ? F21A C63 F21 32.7(5) . . ? F19A C63 F21 128.3(5) . . ? F19 C63 C59 115.7(4) . . ? F20A C63 C59 115.4(4) . . ? F20 C63 C59 109.5(4) . . ? F21A C63 C59 116.1(4) . . ? F19A C63 C59 112.6(3) . . ? F21 C63 C59 110.0(4) . . ? F23 C64 F23A 85.6(6) . . ? F23 C64 F24 107.3(7) . . ? F23A C64 F24 115.3(5) . . ? F23 C64 F22A 115.5(6) . . ? F23A C64 F22A 107.7(5) . . ? F24 C64 F22A 10.8(4) . . ? F23 C64 F24A 19.9(7) . . ? F23A C64 F24A 105.2(4) . . ? F24 C64 F24A 95.0(4) . . ? F22A C64 F24A 104.9(4) . . ? F23 C64 F22 103.6(7) . . ? F23A C64 F22 19.0(6) . . ? F24 C64 F22 103.2(6) . . ? F22A C64 F22 94.0(5) . . ? F24A C64 F22 122.5(5) . . ? F23 C64 C61 118.5(5) . . ? F23A C64 C61 113.6(4) . . ? F24 C64 C61 113.6(4) . . ? F22A C64 C61 112.5(3) . . ? F24A C64 C61 112.3(4) . . ? F22 C64 C61 109.1(4) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.525 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.071 data_asSA23 _database_code_depnum_ccdc_archive 'CCDC 651106' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H44 B Cl2 N3' _chemical_formula_weight 468.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.981(3) _cell_length_b 16.321(3) _cell_length_c 12.556(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.50(3) _cell_angle_gamma 90.00 _cell_volume 2586.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.844 _exptl_absorpt_correction_T_max 0.975 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4812 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2533 _reflns_number_gt 1947 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0376P)^2^+1.5423P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2533 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1036 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Cl1 Cl 0.09680(4) 0.38864(3) 0.34366(4) 0.03182(17) Uani 1 1 d . . . N1 N -0.04622(11) 0.52532(9) 0.30778(12) 0.0224(3) Uani 1 1 d . . . C1 C 0.0000 0.57813(15) 0.2500 0.0214(6) Uani 1 2 d S . . B1 B 0.0000 0.45483(18) 0.2500 0.0258(7) Uani 1 2 d S . . N2 N 0.0000 0.66074(12) 0.2500 0.0237(5) Uani 1 2 d S . . C2 C -0.14670(14) 0.53457(11) 0.34121(14) 0.0225(4) Uani 1 1 d . . . H2 H -0.1383 0.5815 0.3938 0.027 Uiso 1 1 calc R . . C3 C -0.23960(15) 0.55441(12) 0.24573(15) 0.0280(4) Uani 1 1 d . . . H3A H -0.2240 0.6050 0.2089 0.034 Uiso 1 1 calc R . . H3B H -0.2497 0.5092 0.1917 0.034 Uiso 1 1 calc R . . C4 C -0.34052(15) 0.56620(12) 0.28575(17) 0.0341(5) Uani 1 1 d . . . H4A H -0.4005 0.5772 0.2225 0.041 Uiso 1 1 calc R . . H4B H -0.3323 0.6141 0.3354 0.041 Uiso 1 1 calc R . . C5 C -0.36444(16) 0.49016(12) 0.34611(16) 0.0319(5) Uani 1 1 d . . . H5A H -0.3800 0.4436 0.2943 0.038 Uiso 1 1 calc R . . H5B H -0.4279 0.5002 0.3752 0.038 Uiso 1 1 calc R . . C6 C -0.27104(15) 0.46833(13) 0.44010(16) 0.0312(5) Uani 1 1 d . . . H6A H -0.2614 0.5120 0.4963 0.037 Uiso 1 1 calc R . . H6B H -0.2867 0.4166 0.4744 0.037 Uiso 1 1 calc R . . C7 C -0.16890(15) 0.45833(12) 0.40169(15) 0.0280(4) Uani 1 1 d . . . H7A H -0.1093 0.4485 0.4657 0.034 Uiso 1 1 calc R . . H7B H -0.1749 0.4102 0.3526 0.034 Uiso 1 1 calc R . . C8 C -0.01032(14) 0.70294(11) 0.35235(16) 0.0275(4) Uani 1 1 d . . . H8 H -0.0306 0.6589 0.3990 0.033 Uiso 1 1 calc R . . C9 C -0.09943(16) 0.76585(12) 0.33698(16) 0.0323(5) Uani 1 1 d . . . H9A H -0.1664 0.7408 0.2959 0.039 Uiso 1 1 calc R . . H9B H -0.0829 0.8128 0.2939 0.039 Uiso 1 1 calc R . . C10 C -0.11264(16) 0.79582(14) 0.44820(18) 0.0398(5) Uani 1 1 d . . . H10A H -0.1665 0.8399 0.4368 0.048 Uiso 1 1 calc R . . H10B H -0.1389 0.7501 0.4865 0.048 Uiso 1 1 calc R . . C11 C -0.01024(17) 0.82782(13) 0.51961(17) 0.0387(5) Uani 1 1 d . . . H11A H -0.0213 0.8410 0.5931 0.046 Uiso 1 1 calc R . . H11B H 0.0100 0.8790 0.4874 0.046 Uiso 1 1 calc R . . C12 C 0.07897(15) 0.76613(12) 0.53108(15) 0.0321(5) Uani 1 1 d . . . H12A H 0.0633 0.7181 0.5727 0.039 Uiso 1 1 calc R . . H12B H 0.1456 0.7912 0.5731 0.039 Uiso 1 1 calc R . . C13 C 0.09405(15) 0.73784(13) 0.42002(16) 0.0337(5) Uani 1 1 d . . . H13A H 0.1499 0.6953 0.4304 0.040 Uiso 1 1 calc R . . H13B H 0.1167 0.7846 0.3808 0.040 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 0.0295(3) 0.0257(3) 0.0397(3) 0.0093(2) 0.0070(2) 0.0036(2) N1 0.0234(8) 0.0185(8) 0.0271(8) 0.0016(6) 0.0098(7) -0.0004(6) C1 0.0207(13) 0.0209(13) 0.0217(13) 0.000 0.0031(10) 0.000 B1 0.0251(16) 0.0225(16) 0.0305(16) 0.000 0.0081(13) 0.000 N2 0.0282(12) 0.0167(11) 0.0286(12) 0.000 0.0115(10) 0.000 C2 0.0236(10) 0.0208(10) 0.0244(9) -0.0015(7) 0.0081(8) -0.0021(7) C3 0.0292(11) 0.0273(11) 0.0279(10) 0.0071(8) 0.0076(8) 0.0030(8) C4 0.0268(11) 0.0329(12) 0.0439(12) 0.0084(9) 0.0107(9) 0.0043(9) C5 0.0259(10) 0.0318(11) 0.0393(11) 0.0024(9) 0.0101(9) -0.0023(9) C6 0.0335(11) 0.0305(11) 0.0312(10) 0.0045(9) 0.0109(9) -0.0063(9) C7 0.0258(10) 0.0277(10) 0.0295(10) 0.0061(8) 0.0044(8) -0.0008(8) C8 0.0295(10) 0.0218(10) 0.0333(11) -0.0063(8) 0.0115(8) -0.0030(8) C9 0.0346(11) 0.0269(11) 0.0347(11) -0.0045(9) 0.0066(9) 0.0063(9) C10 0.0351(12) 0.0387(13) 0.0460(13) -0.0105(10) 0.0103(10) 0.0074(10) C11 0.0492(14) 0.0339(12) 0.0345(12) -0.0074(9) 0.0126(10) 0.0012(10) C12 0.0315(11) 0.0328(11) 0.0319(11) -0.0040(9) 0.0072(9) -0.0045(9) C13 0.0299(11) 0.0347(12) 0.0362(11) -0.0008(9) 0.0070(9) 0.0000(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 B1 1.8544(19) . ? N1 C1 1.354(2) . ? N1 C2 1.468(2) . ? N1 B1 1.554(3) . ? C1 N2 1.348(3) . ? C1 N1 1.354(2) 2 ? C1 B1 2.012(4) . ? B1 N1 1.553(3) 2 ? B1 Cl1 1.8544(19) 2 ? N2 C8 1.491(2) . ? N2 C8 1.491(2) 2 ? C2 C7 1.520(3) . ? C2 C3 1.524(2) . ? C3 C4 1.521(3) . ? C4 C5 1.523(3) . ? C5 C6 1.524(3) . ? C6 C7 1.522(3) . ? C8 C9 1.525(3) . ? C8 C13 1.531(3) . ? C9 C10 1.527(3) . ? C10 C11 1.512(3) . ? C11 C12 1.516(3) . ? C12 C13 1.524(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 C1 N1 C2 128.48(14) . . ? C1 N1 B1 87.33(14) . . ? C2 N1 B1 132.49(14) . . ? N2 C1 N1 129.55(10) . . ? N2 C1 N1 129.55(10) . 2 ? N1 C1 N1 100.9(2) . 2 ? N2 C1 B1 180.000(1) . . ? N1 C1 B1 50.45(10) . . ? N1 C1 B1 50.45(10) 2 . ? N1 B1 N1 84.44(18) 2 . ? N1 B1 Cl1 114.43(6) 2 2 ? N1 B1 Cl1 116.69(6) . 2 ? N1 B1 Cl1 116.69(6) 2 . ? N1 B1 Cl1 114.43(6) . . ? Cl1 B1 Cl1 108.75(16) 2 . ? N1 B1 C1 42.22(9) 2 . ? N1 B1 C1 42.22(9) . . ? Cl1 B1 C1 125.63(8) 2 . ? Cl1 B1 C1 125.63(8) . . ? C1 N2 C8 117.51(10) . . ? C1 N2 C8 117.51(10) . 2 ? C8 N2 C8 125.0(2) . 2 ? N1 C2 C7 110.08(14) . . ? N1 C2 C3 112.94(14) . . ? C7 C2 C3 111.07(15) . . ? C4 C3 C2 110.58(15) . . ? C3 C4 C5 110.65(16) . . ? C4 C5 C6 110.98(16) . . ? C7 C6 C5 111.98(16) . . ? C2 C7 C6 110.57(16) . . ? N2 C8 C9 114.84(15) . . ? N2 C8 C13 113.84(14) . . ? C9 C8 C13 111.50(16) . . ? C8 C9 C10 110.11(16) . . ? C11 C10 C9 112.47(17) . . ? C10 C11 C12 111.91(17) . . ? C11 C12 C13 111.88(16) . . ? C12 C13 C8 109.53(16) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.410 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.049 # Attachment '2b.CIF' data_asSA14 _database_code_depnum_ccdc_archive 'CCDC 651107' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H36 B Cl2 N3' _chemical_formula_weight 388.22 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 13.087(3) _cell_length_b 9.2883(19) _cell_length_c 17.990(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2186.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.304 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.653 _exptl_absorpt_correction_T_max 0.984 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11678 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3606 _reflns_number_gt 3172 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0490P)^2^+0.2849P] 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 0.68(6) _refine_ls_number_reflns 3606 _refine_ls_number_parameters 231 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1000 _refine_ls_wR_factor_gt 0.0953 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.025 _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 Cl1 Cl 0.90991(7) 0.48985(7) 0.38734(5) 0.0509(2) Uani 1 1 d . . . N1 N 0.90977(15) 0.2516(2) 0.48722(12) 0.0264(5) Uani 1 1 d . . . C1 C 0.86232(18) 0.1480(2) 0.44689(15) 0.0241(5) Uani 1 1 d . . . B1 B 0.8401(2) 0.3624(3) 0.4481(2) 0.0342(7) Uani 1 1 d . . . Cl2 Cl 0.75005(6) 0.46468(8) 0.50751(5) 0.0500(2) Uani 1 1 d . . . N2 N 0.79377(17) 0.2282(2) 0.40907(12) 0.0277(5) Uani 1 1 d . . . C2 C 0.9523(2) 0.2434(3) 0.56262(15) 0.0277(6) Uani 1 1 d . . . H2 H 1.0081 0.1698 0.5625 0.033 Uiso 1 1 calc R . . N3 N 0.88274(15) 0.00572(18) 0.44455(13) 0.0252(5) Uani 1 1 d . . . C3 C 0.9996(2) 0.3892(3) 0.58211(16) 0.0399(7) Uani 1 1 d . . . H3A H 1.0528 0.4139 0.5452 0.048 Uiso 1 1 calc R . . H3B H 0.9463 0.4648 0.5805 0.048 Uiso 1 1 calc R . . C4 C 1.0470(3) 0.3839(4) 0.65975(19) 0.0491(8) Uani 1 1 d . . . H4A H 1.1043 0.3144 0.6600 0.059 Uiso 1 1 calc R . . H4B H 1.0746 0.4800 0.6726 0.059 Uiso 1 1 calc R . . C5 C 0.9685(3) 0.3396(3) 0.71726(17) 0.0485(8) Uani 1 1 d . . . H5A H 0.9142 0.4136 0.7200 0.058 Uiso 1 1 calc R . . H5B H 1.0016 0.3333 0.7666 0.058 Uiso 1 1 calc R . . C6 C 0.9212(3) 0.1952(3) 0.69785(18) 0.0432(7) Uani 1 1 d . . . H6A H 0.8680 0.1708 0.7349 0.052 Uiso 1 1 calc R . . H6B H 0.9744 0.1194 0.6996 0.052 Uiso 1 1 calc R . . C7 C 0.8735(2) 0.1991(3) 0.62023(15) 0.0343(7) Uani 1 1 d . . . H7A H 0.8462 0.1027 0.6077 0.041 Uiso 1 1 calc R . . H7B H 0.8160 0.2683 0.6197 0.041 Uiso 1 1 calc R . . C8 C 0.75323(19) 0.2015(3) 0.33420(15) 0.0283(6) Uani 1 1 d . . . H8 H 0.7172 0.1066 0.3352 0.034 Uiso 1 1 calc R . . C9 C 0.6745(2) 0.3162(3) 0.31442(16) 0.0361(7) Uani 1 1 d . . . H9A H 0.7072 0.4123 0.3143 0.043 Uiso 1 1 calc R . . H9B H 0.6192 0.3168 0.3520 0.043 Uiso 1 1 calc R . . C10 C 0.6297(2) 0.2842(3) 0.23734(17) 0.0432(7) Uani 1 1 d . . . H10A H 0.5908 0.1928 0.2393 0.052 Uiso 1 1 calc R . . H10B H 0.5816 0.3620 0.2234 0.052 Uiso 1 1 calc R . . C11 C 0.7123(3) 0.2725(4) 0.17865(19) 0.0516(8) Uani 1 1 d . . . H11A H 0.6808 0.2468 0.1304 0.062 Uiso 1 1 calc R . . H11B H 0.7463 0.3671 0.1728 0.062 Uiso 1 1 calc R . . C12 C 0.7911(2) 0.1604(4) 0.19903(17) 0.0479(8) Uani 1 1 d . . . H12A H 0.8460 0.1596 0.1612 0.057 Uiso 1 1 calc R . . H12B H 0.7587 0.0641 0.1996 0.057 Uiso 1 1 calc R . . C13 C 0.8371(2) 0.1923(3) 0.27557(16) 0.0376(7) Uani 1 1 d . . . H13A H 0.8859 0.1151 0.2891 0.045 Uiso 1 1 calc R . . H13B H 0.8751 0.2844 0.2738 0.045 Uiso 1 1 calc R . . C14 C 0.98833(19) -0.0412(2) 0.46116(15) 0.0268(6) Uani 1 1 d . . . H14 H 1.0302 0.0477 0.4688 0.032 Uiso 1 1 calc R . . C15 C 0.9963(2) -0.1306(3) 0.53214(16) 0.0360(7) Uani 1 1 d . . . H15A H 0.9632 -0.0790 0.5731 0.054 Uiso 1 1 calc R . . H15B H 1.0685 -0.1465 0.5442 0.054 Uiso 1 1 calc R . . H15C H 0.9625 -0.2235 0.5247 0.054 Uiso 1 1 calc R . . C16 C 1.0337(2) -0.1209(3) 0.39538(16) 0.0325(6) Uani 1 1 d . . . H16A H 1.0007 -0.2152 0.3905 0.049 Uiso 1 1 calc R . . H16B H 1.1072 -0.1342 0.4032 0.049 Uiso 1 1 calc R . . H16C H 1.0225 -0.0650 0.3499 0.049 Uiso 1 1 calc R . . C17 C 0.80475(18) -0.1082(3) 0.43159(16) 0.0312(6) Uani 1 1 d . . . H17 H 0.8305 -0.1950 0.4586 0.037 Uiso 1 1 calc R . . C18 C 0.7046(2) -0.0691(3) 0.46946(17) 0.0380(7) Uani 1 1 d . . . H18A H 0.7174 -0.0474 0.5220 0.057 Uiso 1 1 calc R . . H18B H 0.6570 -0.1502 0.4657 0.057 Uiso 1 1 calc R . . H18C H 0.6749 0.0155 0.4451 0.057 Uiso 1 1 calc R . . C19 C 0.7901(2) -0.1569(3) 0.35104(17) 0.0363(7) Uani 1 1 d . . . H19A H 0.7398 -0.0946 0.3267 0.054 Uiso 1 1 calc R . . H19B H 0.7657 -0.2567 0.3503 0.054 Uiso 1 1 calc R . . H19C H 0.8554 -0.1506 0.3246 0.054 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 0.0737(5) 0.0291(3) 0.0499(5) 0.0132(3) -0.0116(4) -0.0136(3) N1 0.0300(11) 0.0213(10) 0.0280(12) -0.0013(9) -0.0029(10) -0.0011(9) C1 0.0253(12) 0.0227(11) 0.0242(14) 0.0041(11) 0.0055(12) 0.0010(10) B1 0.0421(17) 0.0250(14) 0.0355(18) -0.0016(14) -0.0032(15) 0.0038(13) Cl2 0.0543(4) 0.0445(4) 0.0512(5) -0.0193(4) -0.0139(4) 0.0226(3) N2 0.0338(11) 0.0220(10) 0.0273(13) 0.0002(9) -0.0035(10) 0.0036(9) C2 0.0306(14) 0.0259(12) 0.0265(14) -0.0033(11) -0.0022(12) 0.0017(10) N3 0.0265(11) 0.0219(10) 0.0273(12) 0.0016(9) 0.0000(10) 0.0002(8) C3 0.0453(17) 0.0395(15) 0.0348(17) -0.0004(13) -0.0039(14) -0.0155(14) C4 0.0527(19) 0.0479(18) 0.047(2) -0.0063(15) -0.0172(16) -0.0120(16) C5 0.072(2) 0.0433(16) 0.0301(18) -0.0068(14) -0.0127(16) -0.0019(15) C6 0.0576(18) 0.0416(16) 0.0305(17) 0.0025(13) 0.0002(15) 0.0015(14) C7 0.0391(16) 0.0303(14) 0.0337(17) -0.0027(12) 0.0019(13) -0.0046(11) C8 0.0309(14) 0.0260(13) 0.0280(15) 0.0013(11) -0.0034(12) 0.0009(11) C9 0.0404(15) 0.0293(13) 0.0385(18) -0.0020(12) -0.0071(14) 0.0066(12) C10 0.0467(18) 0.0416(15) 0.0412(18) 0.0025(14) -0.0163(15) 0.0087(14) C11 0.060(2) 0.061(2) 0.0333(18) 0.0046(15) -0.0135(16) 0.0052(17) C12 0.0487(18) 0.066(2) 0.0287(18) -0.0033(15) 0.0005(15) 0.0086(16) C13 0.0341(15) 0.0441(16) 0.0346(17) 0.0002(13) -0.0023(13) 0.0061(13) C14 0.0258(13) 0.0258(11) 0.0287(14) 0.0010(11) -0.0005(11) 0.0009(10) C15 0.0336(14) 0.0356(14) 0.0388(17) 0.0053(12) -0.0029(13) 0.0048(12) C16 0.0340(14) 0.0295(12) 0.0339(16) 0.0001(11) 0.0005(13) 0.0007(11) C17 0.0292(14) 0.0230(12) 0.0412(17) 0.0020(11) -0.0022(13) -0.0046(11) C18 0.0331(15) 0.0396(15) 0.0411(18) -0.0026(13) 0.0027(13) -0.0106(12) C19 0.0366(15) 0.0283(14) 0.0438(18) -0.0030(12) -0.0064(14) -0.0033(12) _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 Cl1 B1 1.852(3) . ? N1 C1 1.356(3) . ? N1 C2 1.468(3) . ? N1 B1 1.544(4) . ? C1 N3 1.349(3) . ? C1 N2 1.350(3) . ? C1 B1 2.013(3) . ? B1 N2 1.554(4) . ? B1 Cl2 1.853(3) . ? N2 C8 1.469(3) . ? C2 C7 1.519(4) . ? C2 C3 1.530(4) . ? N3 C14 1.479(3) . ? N3 C17 1.489(3) . ? C3 C4 1.529(4) . ? C4 C5 1.515(5) . ? C5 C6 1.519(4) . ? C6 C7 1.530(4) . ? C8 C9 1.524(3) . ? C8 C13 1.525(4) . ? C9 C10 1.535(4) . ? C10 C11 1.515(5) . ? C11 C12 1.510(5) . ? C12 C13 1.532(4) . ? C14 C16 1.517(4) . ? C14 C15 1.527(4) . ? C17 C18 1.521(4) . ? C17 C19 1.530(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 C1 N1 C2 129.1(2) . . ? C1 N1 B1 87.67(19) . . ? C2 N1 B1 132.8(2) . . ? N3 C1 N2 131.0(2) . . ? N3 C1 N1 128.4(2) . . ? N2 C1 N1 100.49(18) . . ? N3 C1 B1 176.6(2) . . ? N2 C1 B1 50.48(15) . . ? N1 C1 B1 50.04(15) . . ? N1 B1 N2 84.35(17) . . ? N1 B1 Cl1 113.8(2) . . ? N2 B1 Cl1 116.0(2) . . ? N1 B1 Cl2 117.0(2) . . ? N2 B1 Cl2 115.0(2) . . ? Cl1 B1 Cl2 109.06(14) . . ? N1 B1 C1 42.30(12) . . ? N2 B1 C1 42.07(12) . . ? Cl1 B1 C1 123.70(19) . . ? Cl2 B1 C1 127.24(19) . . ? C1 N2 C8 127.5(2) . . ? C1 N2 B1 87.45(19) . . ? C8 N2 B1 133.7(2) . . ? N1 C2 C7 112.7(2) . . ? N1 C2 C3 108.6(2) . . ? C7 C2 C3 111.0(2) . . ? C1 N3 C14 117.86(19) . . ? C1 N3 C17 124.44(19) . . ? C14 N3 C17 117.56(17) . . ? C4 C3 C2 110.2(2) . . ? C5 C4 C3 111.0(2) . . ? C4 C5 C6 111.1(3) . . ? C5 C6 C7 110.8(2) . . ? C2 C7 C6 110.6(2) . . ? N2 C8 C9 109.9(2) . . ? N2 C8 C13 112.6(2) . . ? C9 C8 C13 111.4(2) . . ? C8 C9 C10 109.5(2) . . ? C11 C10 C9 111.7(2) . . ? C12 C11 C10 111.5(3) . . ? C11 C12 C13 110.7(3) . . ? C8 C13 C12 110.4(2) . . ? N3 C14 C16 110.6(2) . . ? N3 C14 C15 113.2(2) . . ? C16 C14 C15 111.1(2) . . ? N3 C17 C18 110.5(2) . . ? N3 C17 C19 116.4(2) . . ? C18 C17 C19 112.8(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.188 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.039 # Attachment '3c.CIF' data_asSA09 _database_code_depnum_ccdc_archive 'CCDC 651108' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H15 B Cl Fe N O2' _chemical_formula_weight 391.43 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' B B 0.0013 0.0007 '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 monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.7084(15) _cell_length_b 15.878(3) _cell_length_c 14.297(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.75(3) _cell_angle_gamma 90.00 _cell_volume 1749.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 1.026 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.696 _exptl_absorpt_correction_T_max 0.943 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7380 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.99 _reflns_number_total 3811 _reflns_number_gt 2949 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0225P)^2^+0.8035P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3811 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 Fe1 Fe 0.31746(4) 0.401452(18) 0.59884(2) 0.02125(10) Uani 1 1 d . . . Cl1 Cl 0.06348(8) 0.25325(4) 0.51458(5) 0.04096(17) Uani 1 1 d . . . O1 O 0.2409(2) 0.42241(12) 0.40106(11) 0.0434(5) Uani 1 1 d . . . N1 N 0.3485(2) 0.20587(11) 0.61786(11) 0.0228(4) Uani 1 1 d . . . C1 C 0.2724(3) 0.41352(14) 0.47952(16) 0.0280(5) Uani 1 1 d . . . B1 B 0.2616(3) 0.27785(16) 0.58216(17) 0.0234(5) Uani 1 1 d . . . O2 O 0.6822(2) 0.37499(11) 0.56516(13) 0.0423(4) Uani 1 1 d . . . C2 C 0.5375(3) 0.38378(13) 0.58015(15) 0.0277(5) Uani 1 1 d . . . C3 C 0.1732(3) 0.38885(15) 0.71962(16) 0.0326(6) Uani 1 1 d . . . H3 H 0.1342 0.3368 0.7442 0.039 Uiso 1 1 calc R . . C4 C 0.0816(3) 0.43977(15) 0.65413(16) 0.0322(5) Uani 1 1 d . . . H4 H -0.0292 0.4278 0.6263 0.039 Uiso 1 1 calc R . . C5 C 0.1847(3) 0.51240(14) 0.63701(16) 0.0305(5) Uani 1 1 d . . . H5 H 0.1545 0.5575 0.5961 0.037 Uiso 1 1 calc R . . C6 C 0.3392(3) 0.50529(15) 0.69163(15) 0.0313(5) Uani 1 1 d . . . H6 H 0.4314 0.5450 0.6941 0.038 Uiso 1 1 calc R . . C7 C 0.3330(3) 0.42855(15) 0.74232(15) 0.0320(5) Uani 1 1 d . . . H7 H 0.4209 0.4076 0.7841 0.038 Uiso 1 1 calc R . . C8 C 0.3011(3) 0.11948(13) 0.59506(14) 0.0218(5) Uani 1 1 d . . . C9 C 0.2457(3) 0.06585(15) 0.66431(15) 0.0306(5) Uani 1 1 d . . . H9 H 0.2390 0.0853 0.7269 0.037 Uiso 1 1 calc R . . C10 C 0.2000(3) -0.01620(15) 0.64212(17) 0.0375(6) Uani 1 1 d . . . H10 H 0.1631 -0.0530 0.6900 0.045 Uiso 1 1 calc R . . C11 C 0.2074(3) -0.04509(15) 0.55153(16) 0.0333(6) Uani 1 1 d . . . H11 H 0.1744 -0.1013 0.5366 0.040 Uiso 1 1 calc R . . C12 C 0.2630(3) 0.00805(15) 0.48299(17) 0.0368(6) Uani 1 1 d . . . H12 H 0.2682 -0.0114 0.4203 0.044 Uiso 1 1 calc R . . C13 C 0.3118(3) 0.08986(14) 0.50465(15) 0.0313(5) Uani 1 1 d . . . H13 H 0.3528 0.1258 0.4570 0.038 Uiso 1 1 calc R . . C14 C 0.4949(3) 0.21175(13) 0.68349(15) 0.0258(5) Uani 1 1 d . . . C15 C 0.4695(4) 0.23018(15) 0.77701(16) 0.0372(6) Uani 1 1 d . . . H15 H 0.3556 0.2387 0.7987 0.045 Uiso 1 1 calc R . . C16 C 0.6122(5) 0.23609(16) 0.83869(19) 0.0536(8) Uani 1 1 d . . . H16 H 0.5955 0.2497 0.9025 0.064 Uiso 1 1 calc R . . C17 C 0.7762(4) 0.22246(17) 0.8081(2) 0.0570(9) Uani 1 1 d . . . H17 H 0.8730 0.2271 0.8505 0.068 Uiso 1 1 calc R . . C18 C 0.8013(3) 0.20202(17) 0.7160(2) 0.0485(7) Uani 1 1 d . . . H18 H 0.9152 0.1917 0.6951 0.058 Uiso 1 1 calc R . . C19 C 0.6609(3) 0.19653(15) 0.65372(17) 0.0338(6) Uani 1 1 d . . . H19 H 0.6786 0.1822 0.5902 0.041 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 Fe1 0.02354(17) 0.01885(17) 0.02127(17) -0.00083(13) -0.00065(12) 0.00091(13) Cl1 0.0380(3) 0.0286(3) 0.0546(4) 0.0010(3) -0.0244(3) -0.0037(3) O1 0.0567(11) 0.0489(12) 0.0242(9) 0.0029(8) -0.0034(8) 0.0092(9) N1 0.0282(10) 0.0189(10) 0.0209(9) -0.0010(7) -0.0045(7) -0.0016(7) C1 0.0292(12) 0.0258(12) 0.0291(13) -0.0005(10) 0.0016(10) 0.0036(10) B1 0.0252(13) 0.0235(13) 0.0214(12) -0.0006(10) -0.0022(10) -0.0010(10) O2 0.0264(9) 0.0351(10) 0.0656(13) 0.0099(9) 0.0051(8) 0.0035(7) C2 0.0337(14) 0.0183(11) 0.0310(13) 0.0029(9) -0.0033(10) -0.0021(9) C3 0.0418(14) 0.0288(13) 0.0279(12) -0.0012(10) 0.0118(11) -0.0012(11) C4 0.0258(12) 0.0344(14) 0.0367(14) -0.0082(11) 0.0059(10) 0.0025(10) C5 0.0372(13) 0.0226(12) 0.0317(12) -0.0055(10) 0.0021(10) 0.0085(10) C6 0.0400(13) 0.0236(12) 0.0303(13) -0.0105(10) 0.0018(10) -0.0022(10) C7 0.0412(14) 0.0316(13) 0.0230(12) -0.0048(10) -0.0008(10) 0.0019(11) C8 0.0236(11) 0.0178(10) 0.0236(11) -0.0005(9) -0.0048(9) -0.0011(9) C9 0.0411(14) 0.0294(13) 0.0214(12) -0.0010(10) 0.0022(10) -0.0032(11) C10 0.0463(15) 0.0283(13) 0.0384(14) 0.0056(11) 0.0081(12) -0.0113(11) C11 0.0389(14) 0.0229(12) 0.0379(14) -0.0059(11) 0.0004(11) -0.0075(10) C12 0.0546(16) 0.0281(13) 0.0279(13) -0.0060(11) 0.0023(11) -0.0045(12) C13 0.0471(15) 0.0236(12) 0.0235(12) -0.0005(9) 0.0058(10) -0.0054(11) C14 0.0362(13) 0.0156(11) 0.0249(12) 0.0024(9) -0.0109(9) -0.0014(9) C15 0.0575(16) 0.0263(13) 0.0272(13) -0.0008(10) -0.0100(11) 0.0056(12) C16 0.099(3) 0.0276(15) 0.0325(15) -0.0032(12) -0.0331(15) 0.0022(15) C17 0.071(2) 0.0275(15) 0.070(2) 0.0100(15) -0.0486(17) -0.0110(14) C18 0.0390(15) 0.0371(16) 0.068(2) 0.0192(14) -0.0216(14) -0.0074(12) C19 0.0331(13) 0.0294(13) 0.0383(14) 0.0094(11) -0.0096(11) -0.0020(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 Fe1 C1 1.741(2) . ? Fe1 C2 1.748(2) . ? Fe1 B1 2.022(3) . ? Fe1 C3 2.092(2) . ? Fe1 C4 2.095(2) . ? Fe1 C7 2.096(2) . ? Fe1 C5 2.117(2) . ? Fe1 C6 2.120(2) . ? Cl1 B1 1.824(3) . ? O1 C1 1.149(3) . ? N1 B1 1.412(3) . ? N1 C14 1.448(3) . ? N1 C8 1.454(3) . ? O2 C2 1.151(3) . ? C3 C4 1.410(3) . ? C3 C7 1.413(3) . ? C4 C5 1.426(3) . ? C5 C6 1.409(3) . ? C6 C7 1.419(3) . ? C8 C13 1.380(3) . ? C8 C9 1.383(3) . ? C9 C10 1.384(3) . ? C10 C11 1.377(3) . ? C11 C12 1.372(3) . ? C12 C13 1.385(3) . ? C14 C19 1.382(3) . ? C14 C15 1.388(3) . ? C15 C16 1.392(4) . ? C16 C17 1.368(4) . ? C17 C18 1.376(4) . ? C18 C19 1.383(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 C1 Fe1 C2 91.91(11) . . ? C1 Fe1 B1 87.47(10) . . ? C2 Fe1 B1 91.74(10) . . ? C1 Fe1 C3 136.39(10) . . ? C2 Fe1 C3 130.83(10) . . ? B1 Fe1 C3 83.55(9) . . ? C1 Fe1 C4 100.85(10) . . ? C2 Fe1 C4 164.12(10) . . ? B1 Fe1 C4 98.17(10) . . ? C3 Fe1 C4 39.36(9) . . ? C1 Fe1 C7 160.08(10) . . ? C2 Fe1 C7 98.97(10) . . ? B1 Fe1 C7 108.68(10) . . ? C3 Fe1 C7 39.44(9) . . ? C4 Fe1 C7 66.14(10) . . ? C1 Fe1 C5 94.44(10) . . ? C2 Fe1 C5 130.70(10) . . ? B1 Fe1 C5 137.31(9) . . ? C3 Fe1 C5 66.01(9) . . ? C4 Fe1 C5 39.57(9) . . ? C7 Fe1 C5 65.83(9) . . ? C1 Fe1 C6 122.49(10) . . ? C2 Fe1 C6 99.34(10) . . ? B1 Fe1 C6 147.28(9) . . ? C3 Fe1 C6 65.90(9) . . ? C4 Fe1 C6 65.84(9) . . ? C7 Fe1 C6 39.35(9) . . ? C5 Fe1 C6 38.83(9) . . ? B1 N1 C14 122.25(18) . . ? B1 N1 C8 124.70(18) . . ? C14 N1 C8 113.03(16) . . ? O1 C1 Fe1 179.0(2) . . ? N1 B1 Cl1 113.48(17) . . ? N1 B1 Fe1 130.23(17) . . ? Cl1 B1 Fe1 116.24(13) . . ? O2 C2 Fe1 177.0(2) . . ? C4 C3 C7 108.2(2) . . ? C4 C3 Fe1 70.44(12) . . ? C7 C3 Fe1 70.43(13) . . ? C3 C4 C5 107.9(2) . . ? C3 C4 Fe1 70.20(12) . . ? C5 C4 Fe1 71.06(12) . . ? C6 C5 C4 107.8(2) . . ? C6 C5 Fe1 70.67(13) . . ? C4 C5 Fe1 69.37(13) . . ? C5 C6 C7 108.1(2) . . ? C5 C6 Fe1 70.50(13) . . ? C7 C6 Fe1 69.42(13) . . ? C3 C7 C6 108.0(2) . . ? C3 C7 Fe1 70.14(13) . . ? C6 C7 Fe1 71.23(13) . . ? C13 C8 C9 119.3(2) . . ? C13 C8 N1 120.65(19) . . ? C9 C8 N1 120.08(18) . . ? C8 C9 C10 119.8(2) . . ? C11 C10 C9 120.8(2) . . ? C12 C11 C10 119.3(2) . . ? C11 C12 C13 120.4(2) . . ? C8 C13 C12 120.4(2) . . ? C19 C14 C15 119.5(2) . . ? C19 C14 N1 119.97(19) . . ? C15 C14 N1 120.5(2) . . ? C14 C15 C16 119.5(3) . . ? C17 C16 C15 120.5(3) . . ? C16 C17 C18 120.1(3) . . ? C17 C18 C19 120.0(3) . . ? C14 C19 C18 120.3(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.306 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.066 # Attachment 'FpBNBz2Cl.CIF' data_sa0606 _database_code_depnum_ccdc_archive 'CCDC 651109' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common sa0606 _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 B Cl Fe N O2' _chemical_formula_sum 'C21 H19 B Cl Fe N O2' _chemical_formula_weight 419.48 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1425(3) _cell_length_b 12.7613(3) _cell_length_c 13.5593(4) _cell_angle_alpha 91.3820(10) _cell_angle_beta 105.8800(10) _cell_angle_gamma 102.8330(10) _cell_volume 1962.32(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8365 _cell_measurement_theta_min 2.753 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.920 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8026 _exptl_absorpt_correction_T_max 0.9554 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14830 _diffrn_reflns_av_R_equivalents 0.0575 _diffrn_reflns_av_sigmaI/netI 0.0845 _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 -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 26.37 _reflns_number_total 7986 _reflns_number_gt 5624 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1999' _computing_structure_solution 'Sir-92 (A.Altomare et al. 1992)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material 'WinGX publication routines (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^ > 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^)+(0.0336P)^2^+2.5783P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7986 _refine_ls_number_parameters 472 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0901 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1231 _refine_ls_wR_factor_gt 0.1108 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7392(4) -0.1037(3) 0.6692(3) 0.0374(10) Uani 1 1 d . . . H1 H 0.6644 -0.0939 0.6372 0.045 Uiso 1 1 calc R . . C2 C 0.7973(4) -0.0869(3) 0.7766(3) 0.0362(10) Uani 1 1 d . . . H2 H 0.7677 -0.0633 0.8274 0.043 Uiso 1 1 calc R . . C3 C 0.9072(4) -0.1121(3) 0.7925(3) 0.0331(10) Uani 1 1 d . . . H3 H 0.9630 -0.1092 0.8557 0.040 Uiso 1 1 calc R . . C4 C 0.9181(4) -0.1426(3) 0.6957(3) 0.0331(9) Uani 1 1 d . . . H4 H 0.9826 -0.1627 0.6836 0.040 Uiso 1 1 calc R . . C5 C 0.8138(4) -0.1373(3) 0.6203(3) 0.0379(10) Uani 1 1 d . . . H5 H 0.7977 -0.1535 0.5498 0.045 Uiso 1 1 calc R . . C6 C 0.8438(4) 0.1282(3) 0.7191(3) 0.0346(10) Uani 1 1 d . . . C7 C 0.9540(4) 0.0755(3) 0.6029(3) 0.0315(9) Uani 1 1 d . . . C8 C 1.2719(3) 0.1336(3) 0.8994(3) 0.0311(9) Uani 1 1 d . . . H8A H 1.2540 0.1914 0.9354 0.037 Uiso 1 1 calc R . . H8B H 1.3372 0.1657 0.8731 0.037 Uiso 1 1 calc R . . C9 C 1.3121(3) 0.0559(3) 0.9767(3) 0.0281(8) Uani 1 1 d . . . C10 C 1.2433(4) -0.0452(3) 0.9794(3) 0.0352(10) Uani 1 1 d . . . H10 H 1.1697 -0.0686 0.9313 0.042 Uiso 1 1 calc R . . C11 C 1.2832(4) -0.1128(3) 1.0536(3) 0.0403(10) Uani 1 1 d . . . H11 H 1.2363 -0.1810 1.0543 0.048 Uiso 1 1 calc R . . C12 C 1.3909(4) -0.0792(4) 1.1254(3) 0.0432(11) Uani 1 1 d . . . H12 H 1.4168 -0.1238 1.1754 0.052 Uiso 1 1 calc R . . C13 C 1.4609(4) 0.0218(4) 1.1228(3) 0.0413(11) Uani 1 1 d . . . H13 H 1.5345 0.0447 1.1708 0.050 Uiso 1 1 calc R . . C14 C 1.4218(3) 0.0889(3) 1.0491(3) 0.0324(9) Uani 1 1 d . . . H14 H 1.4695 0.1566 1.0480 0.039 Uiso 1 1 calc R . . C15 C 1.2016(3) 0.0343(3) 0.7294(3) 0.0251(8) Uani 1 1 d . . . H15A H 1.1305 0.0001 0.6755 0.030 Uiso 1 1 calc R . . H15B H 1.2398 -0.0218 0.7578 0.030 Uiso 1 1 calc R . . C16 C 1.2830(3) 0.1108(3) 0.6823(3) 0.0247(8) Uani 1 1 d . . . C17 C 1.3610(4) 0.0719(3) 0.6420(3) 0.0351(10) Uani 1 1 d . . . H17 H 1.3609 -0.0010 0.6425 0.042 Uiso 1 1 calc R . . C18 C 1.4395(4) 0.1408(4) 0.6007(3) 0.0482(12) Uani 1 1 d . . . H18 H 1.4911 0.1139 0.5734 0.058 Uiso 1 1 calc R . . C19 C 1.4403(4) 0.2492(4) 0.6004(3) 0.0515(13) Uani 1 1 d . . . H19 H 1.4937 0.2958 0.5741 0.062 Uiso 1 1 calc R . . C20 C 1.3626(4) 0.2881(4) 0.6387(3) 0.0458(12) Uani 1 1 d . . . H20 H 1.3624 0.3609 0.6373 0.055 Uiso 1 1 calc R . . C21 C 1.2839(4) 0.2193(3) 0.6796(3) 0.0331(9) Uani 1 1 d . . . H21 H 1.2314 0.2464 0.7054 0.040 Uiso 1 1 calc R . . C22 C 1.0862(4) 0.4146(3) 0.7084(3) 0.0419(11) Uani 1 1 d . . . H22 H 1.0271 0.3893 0.6472 0.050 Uiso 1 1 calc R . . C23 C 1.0819(4) 0.3902(3) 0.8078(4) 0.0404(11) Uani 1 1 d . . . H23 H 1.0182 0.3467 0.8241 0.049 Uiso 1 1 calc R . . C24 C 1.1879(4) 0.4415(4) 0.8775(4) 0.0486(12) Uiso 1 1 d . . . H24 H 1.2082 0.4377 0.9484 0.058 Uiso 1 1 calc R . . C25 C 1.2578(5) 0.4988(4) 0.8239(4) 0.0577(13) Uiso 1 1 d . . . H25 H 1.3340 0.5406 0.8524 0.069 Uiso 1 1 calc R . . C26 C 1.1954(4) 0.4839(4) 0.7184(4) 0.0484(11) Uiso 1 1 d . . . H26 H 1.2223 0.5147 0.6653 0.058 Uiso 1 1 calc R . . C27 C 1.1701(4) 0.6909(3) 0.7860(3) 0.0340(9) Uani 1 1 d . . . C28 C 1.0517(3) 0.5950(3) 0.8987(3) 0.0310(9) Uani 1 1 d . . . C29 C 0.7425(3) 0.5358(3) 0.5908(3) 0.0273(8) Uani 1 1 d . . . H29A H 0.7693 0.5968 0.5550 0.033 Uiso 1 1 calc R . . H29B H 0.6792 0.5506 0.6156 0.033 Uiso 1 1 calc R . . C30 C 0.6935(3) 0.4361(3) 0.5147(3) 0.0244(8) Uani 1 1 d . . . C31 C 0.7485(3) 0.3522(3) 0.5174(3) 0.0322(9) Uani 1 1 d . . . H31 H 0.8183 0.3549 0.5685 0.039 Uiso 1 1 calc R . . C32 C 0.7007(4) 0.2634(4) 0.4445(3) 0.0425(11) Uani 1 1 d . . . H32 H 0.7396 0.2080 0.4464 0.051 Uiso 1 1 calc R . . C33 C 0.5964(4) 0.2574(4) 0.3698(3) 0.0433(11) Uani 1 1 d . . . H33 H 0.5640 0.1977 0.3216 0.052 Uiso 1 1 calc R . . C34 C 0.5403(4) 0.3404(4) 0.3668(3) 0.0404(11) Uani 1 1 d . . . H34 H 0.4696 0.3368 0.3164 0.048 Uiso 1 1 calc R . . C35 C 0.5883(3) 0.4287(3) 0.4379(3) 0.0283(9) Uani 1 1 d . . . H35 H 0.5499 0.4845 0.4348 0.034 Uiso 1 1 calc R . . C36 C 0.7979(3) 0.4626(3) 0.7562(3) 0.0240(8) Uani 1 1 d . . . H36A H 0.8654 0.4512 0.8088 0.029 Uiso 1 1 calc R . . H36B H 0.7514 0.3926 0.7227 0.029 Uiso 1 1 calc R . . C37 C 0.7245(3) 0.5136(3) 0.8072(2) 0.0216(8) Uani 1 1 d . . . C38 C 0.6301(3) 0.4486(3) 0.8335(3) 0.0286(9) Uani 1 1 d . . . H38 H 0.6118 0.3742 0.8179 0.034 Uiso 1 1 calc R . . C39 C 0.5636(3) 0.4937(3) 0.8824(3) 0.0340(9) Uani 1 1 d . . . H39 H 0.5018 0.4493 0.9007 0.041 Uiso 1 1 calc R . . C40 C 0.5878(3) 0.6039(3) 0.9045(3) 0.0302(9) Uani 1 1 d . . . H40 H 0.5420 0.6338 0.9367 0.036 Uiso 1 1 calc R . . C41 C 0.6805(3) 0.6695(3) 0.8785(3) 0.0272(8) Uani 1 1 d . . . H41 H 0.6977 0.7439 0.8934 0.033 Uiso 1 1 calc R . . C42 C 0.7479(3) 0.6244(3) 0.8302(3) 0.0240(8) Uani 1 1 d . . . H42 H 0.8101 0.6691 0.8129 0.029 Uiso 1 1 calc R . . N1 N 1.1685(3) 0.0870(2) 0.8110(2) 0.0253(7) Uani 1 1 d . . . N2 N 0.8400(3) 0.5275(2) 0.6796(2) 0.0222(6) Uani 1 1 d . . . O1 O 0.8051(3) 0.2010(2) 0.7309(2) 0.0510(8) Uani 1 1 d . . . O2 O 0.9869(3) 0.1156(2) 0.5375(2) 0.0498(8) Uani 1 1 d . . . O3 O 1.2149(3) 0.7779(2) 0.7786(2) 0.0522(8) Uani 1 1 d . . . O4 O 1.0201(3) 0.6225(2) 0.9656(2) 0.0466(8) Uani 1 1 d . . . Cl1 Cl 1.03692(9) 0.14337(8) 0.92778(7) 0.0341(2) Uani 1 1 d . . . Cl2 Cl 0.98627(9) 0.63215(8) 0.57437(7) 0.0334(2) Uani 1 1 d . . . Fe1 Fe 0.89835(5) 0.01640(4) 0.69963(4) 0.02383(14) Uani 1 1 d . . . Fe2 Fe 1.10618(5) 0.55684(4) 0.79973(4) 0.02294(14) Uani 1 1 d . . . B1 B 1.0524(4) 0.0843(3) 0.8088(3) 0.0255(9) Uani 1 1 d . . . B2 B 0.9598(4) 0.5671(3) 0.6877(3) 0.0239(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.024(2) 0.035(2) 0.049(3) 0.007(2) 0.0085(19) -0.0004(18) C2 0.051(3) 0.025(2) 0.037(2) 0.0000(17) 0.026(2) 0.0026(19) C3 0.045(3) 0.0167(19) 0.028(2) 0.0062(16) 0.0028(18) -0.0041(17) C4 0.038(2) 0.0157(18) 0.047(2) 0.0008(17) 0.018(2) 0.0018(17) C5 0.048(3) 0.030(2) 0.027(2) -0.0049(17) 0.011(2) -0.008(2) C6 0.044(3) 0.030(2) 0.032(2) 0.0088(18) 0.0136(19) 0.008(2) C7 0.043(2) 0.030(2) 0.022(2) 0.0030(17) 0.0090(18) 0.0085(19) C8 0.033(2) 0.032(2) 0.0214(19) -0.0009(16) 0.0049(17) -0.0023(18) C9 0.032(2) 0.036(2) 0.0197(18) -0.0027(16) 0.0111(16) 0.0111(18) C10 0.038(2) 0.041(2) 0.022(2) 0.0026(17) 0.0035(17) 0.0047(19) C11 0.049(3) 0.042(2) 0.032(2) 0.0085(19) 0.012(2) 0.012(2) C12 0.054(3) 0.056(3) 0.027(2) 0.008(2) 0.010(2) 0.031(2) C13 0.034(2) 0.057(3) 0.032(2) -0.006(2) -0.0001(19) 0.022(2) C14 0.033(2) 0.033(2) 0.031(2) -0.0074(17) 0.0096(18) 0.0087(18) C15 0.031(2) 0.0202(18) 0.0230(18) 0.0029(15) 0.0062(16) 0.0063(16) C16 0.027(2) 0.028(2) 0.0163(17) 0.0022(15) 0.0039(15) 0.0041(16) C17 0.036(2) 0.044(2) 0.026(2) 0.0027(18) 0.0070(18) 0.012(2) C18 0.035(3) 0.082(4) 0.029(2) 0.006(2) 0.013(2) 0.011(2) C19 0.047(3) 0.065(3) 0.030(2) 0.012(2) 0.012(2) -0.014(3) C20 0.061(3) 0.035(2) 0.032(2) 0.0051(19) 0.014(2) -0.009(2) C21 0.043(3) 0.027(2) 0.027(2) 0.0038(16) 0.0117(18) 0.0018(18) C22 0.051(3) 0.039(2) 0.032(2) -0.0147(19) -0.008(2) 0.032(2) C23 0.041(3) 0.022(2) 0.069(3) 0.011(2) 0.028(2) 0.0134(19) C27 0.037(2) 0.033(2) 0.034(2) -0.0021(18) 0.0130(19) 0.0081(19) C28 0.034(2) 0.030(2) 0.029(2) 0.0002(17) 0.0081(18) 0.0088(18) C29 0.027(2) 0.029(2) 0.028(2) 0.0013(16) 0.0059(16) 0.0120(17) C30 0.022(2) 0.032(2) 0.0207(18) 0.0033(15) 0.0102(15) 0.0049(16) C31 0.028(2) 0.039(2) 0.028(2) -0.0022(18) 0.0045(17) 0.0111(18) C32 0.040(3) 0.046(3) 0.042(3) -0.009(2) 0.012(2) 0.013(2) C33 0.044(3) 0.047(3) 0.031(2) -0.015(2) 0.011(2) -0.004(2) C34 0.036(2) 0.055(3) 0.025(2) 0.006(2) 0.0053(18) 0.004(2) C35 0.026(2) 0.038(2) 0.0212(19) 0.0073(17) 0.0088(16) 0.0037(17) C36 0.024(2) 0.0203(18) 0.0283(19) 0.0020(15) 0.0077(16) 0.0054(15) C37 0.0201(19) 0.0270(19) 0.0169(17) 0.0039(15) 0.0032(14) 0.0062(15) C38 0.027(2) 0.026(2) 0.031(2) -0.0017(16) 0.0085(17) 0.0039(17) C39 0.024(2) 0.040(2) 0.038(2) 0.0068(19) 0.0135(18) 0.0018(18) C40 0.028(2) 0.043(2) 0.0234(19) 0.0018(17) 0.0084(17) 0.0159(18) C41 0.034(2) 0.025(2) 0.0203(18) -0.0001(15) 0.0044(16) 0.0078(17) C42 0.022(2) 0.0256(19) 0.0255(19) 0.0010(15) 0.0098(16) 0.0043(16) N1 0.0299(18) 0.0261(16) 0.0168(15) -0.0003(12) 0.0051(13) 0.0029(14) N2 0.0255(17) 0.0241(16) 0.0188(15) 0.0008(12) 0.0050(13) 0.0112(13) O1 0.071(2) 0.0356(17) 0.060(2) 0.0100(15) 0.0272(18) 0.0297(17) O2 0.069(2) 0.0534(19) 0.0346(16) 0.0196(15) 0.0251(16) 0.0150(17) O3 0.069(2) 0.0259(16) 0.058(2) 0.0002(14) 0.0226(17) -0.0019(15) O4 0.054(2) 0.056(2) 0.0330(16) -0.0092(14) 0.0163(15) 0.0170(16) Cl1 0.0489(6) 0.0320(5) 0.0217(5) -0.0042(4) 0.0151(4) 0.0043(5) Cl2 0.0425(6) 0.0408(6) 0.0244(5) 0.0100(4) 0.0161(4) 0.0164(5) Fe1 0.0314(3) 0.0205(3) 0.0195(3) 0.0027(2) 0.0081(2) 0.0049(2) Fe2 0.0239(3) 0.0229(3) 0.0225(3) 0.0010(2) 0.0066(2) 0.0066(2) B1 0.039(3) 0.015(2) 0.020(2) 0.0004(16) 0.0084(19) 0.0018(18) B2 0.034(3) 0.024(2) 0.018(2) -0.0010(16) 0.0094(18) 0.0118(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.391(6) . ? C1 C2 1.422(6) . ? C1 Fe1 2.115(4) . ? C2 C3 1.403(6) . ? C2 Fe1 2.093(4) . ? C3 C4 1.409(5) . ? C3 Fe1 2.095(3) . ? C4 C5 1.409(6) . ? C4 Fe1 2.096(4) . ? C5 Fe1 2.111(4) . ? C6 O1 1.156(5) . ? C6 Fe1 1.744(4) . ? C7 O2 1.154(4) . ? C7 Fe1 1.747(4) . ? C8 N1 1.476(4) . ? C8 C9 1.519(5) . ? C9 C10 1.380(5) . ? C9 C14 1.390(5) . ? C10 C11 1.397(5) . ? C11 C12 1.370(6) . ? C12 C13 1.384(6) . ? C13 C14 1.385(6) . ? C15 N1 1.472(4) . ? C15 C16 1.511(5) . ? C16 C21 1.383(5) . ? C16 C17 1.387(5) . ? C17 C18 1.391(6) . ? C18 C19 1.382(7) . ? C19 C20 1.367(7) . ? C20 C21 1.390(5) . ? C22 C26 1.390(6) . ? C22 C23 1.403(6) . ? C22 Fe2 2.102(4) . ? C23 C24 1.381(6) . ? C23 Fe2 2.090(4) . ? C24 C25 1.367(6) . ? C24 Fe2 2.101(5) . ? C25 C26 1.410(6) . ? C25 Fe2 2.082(5) . ? C26 Fe2 2.076(5) . ? C27 O3 1.142(4) . ? C27 Fe2 1.752(4) . ? C28 O4 1.153(4) . ? C28 Fe2 1.753(4) . ? C29 N2 1.465(4) . ? C29 C30 1.517(5) . ? C30 C31 1.379(5) . ? C30 C35 1.392(5) . ? C31 C32 1.391(5) . ? C32 C33 1.374(6) . ? C33 C34 1.378(6) . ? C34 C35 1.374(5) . ? C36 N2 1.473(4) . ? C36 C37 1.506(5) . ? C37 C42 1.389(5) . ? C37 C38 1.394(5) . ? C38 C39 1.380(5) . ? C39 C40 1.379(5) . ? C40 C41 1.381(5) . ? C41 C42 1.383(5) . ? N1 B1 1.394(5) . ? N2 B2 1.402(5) . ? Cl1 B1 1.837(4) . ? Cl2 B2 1.835(4) . ? Fe1 B1 2.036(4) . ? Fe2 B2 2.030(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 C5 C1 C2 107.9(4) . . ? C5 C1 Fe1 70.6(2) . . ? C2 C1 Fe1 69.4(2) . . ? C3 C2 C1 107.8(4) . . ? C3 C2 Fe1 70.5(2) . . ? C1 C2 Fe1 71.1(2) . . ? C2 C3 C4 107.9(3) . . ? C2 C3 Fe1 70.4(2) . . ? C4 C3 Fe1 70.4(2) . . ? C5 C4 C3 107.9(4) . . ? C5 C4 Fe1 71.0(2) . . ? C3 C4 Fe1 70.3(2) . . ? C1 C5 C4 108.4(4) . . ? C1 C5 Fe1 70.9(2) . . ? C4 C5 Fe1 69.9(2) . . ? O1 C6 Fe1 178.4(4) . . ? O2 C7 Fe1 177.5(4) . . ? N1 C8 C9 116.1(3) . . ? C10 C9 C14 118.7(4) . . ? C10 C9 C8 122.8(3) . . ? C14 C9 C8 118.5(3) . . ? C9 C10 C11 120.6(4) . . ? C12 C11 C10 120.4(4) . . ? C11 C12 C13 119.4(4) . . ? C12 C13 C14 120.4(4) . . ? C13 C14 C9 120.6(4) . . ? N1 C15 C16 113.7(3) . . ? C21 C16 C17 118.6(3) . . ? C21 C16 C15 122.2(3) . . ? C17 C16 C15 119.2(3) . . ? C16 C17 C18 120.7(4) . . ? C19 C18 C17 119.8(4) . . ? C20 C19 C18 120.0(4) . . ? C19 C20 C21 120.3(4) . . ? C16 C21 C20 120.7(4) . . ? C26 C22 C23 107.1(4) . . ? C26 C22 Fe2 69.6(3) . . ? C23 C22 Fe2 70.0(2) . . ? C24 C23 C22 108.8(4) . . ? C24 C23 Fe2 71.2(2) . . ? C22 C23 Fe2 70.9(2) . . ? C25 C24 C23 108.0(4) . . ? C25 C24 Fe2 70.2(3) . . ? C23 C24 Fe2 70.3(2) . . ? C24 C25 C26 108.8(5) . . ? C24 C25 Fe2 71.7(3) . . ? C26 C25 Fe2 70.0(3) . . ? C22 C26 C25 107.3(4) . . ? C22 C26 Fe2 71.6(3) . . ? C25 C26 Fe2 70.4(3) . . ? O3 C27 Fe2 178.0(4) . . ? O4 C28 Fe2 177.4(4) . . ? N2 C29 C30 114.6(3) . . ? C31 C30 C35 118.0(4) . . ? C31 C30 C29 123.2(3) . . ? C35 C30 C29 118.8(3) . . ? C30 C31 C32 120.8(4) . . ? C33 C32 C31 120.2(4) . . ? C32 C33 C34 119.6(4) . . ? C35 C34 C33 120.2(4) . . ? C34 C35 C30 121.2(4) . . ? N2 C36 C37 113.8(3) . . ? C42 C37 C38 118.1(3) . . ? C42 C37 C36 122.2(3) . . ? C38 C37 C36 119.7(3) . . ? C39 C38 C37 120.5(3) . . ? C40 C39 C38 120.6(3) . . ? C39 C40 C41 119.6(4) . . ? C40 C41 C42 119.9(3) . . ? C41 C42 C37 121.3(3) . . ? B1 N1 C15 123.9(3) . . ? B1 N1 C8 124.2(3) . . ? C15 N1 C8 111.7(3) . . ? B2 N2 C29 124.8(3) . . ? B2 N2 C36 123.3(3) . . ? C29 N2 C36 111.7(3) . . ? C6 Fe1 C7 91.26(18) . . ? C6 Fe1 B1 90.01(18) . . ? C7 Fe1 B1 91.13(17) . . ? C6 Fe1 C2 95.43(17) . . ? C7 Fe1 C2 162.28(17) . . ? B1 Fe1 C2 105.23(16) . . ? C6 Fe1 C3 126.35(17) . . ? C7 Fe1 C3 141.31(18) . . ? B1 Fe1 C3 81.24(15) . . ? C2 Fe1 C3 39.14(15) . . ? C6 Fe1 C4 160.87(17) . . ? C7 Fe1 C4 105.88(17) . . ? B1 Fe1 C4 97.93(16) . . ? C2 Fe1 C4 65.73(16) . . ? C3 Fe1 C4 39.29(15) . . ? C6 Fe1 C5 131.45(18) . . ? C7 Fe1 C5 97.91(17) . . ? B1 Fe1 C5 136.94(17) . . ? C2 Fe1 C5 65.50(15) . . ? C3 Fe1 C5 65.61(15) . . ? C4 Fe1 C5 39.12(16) . . ? C6 Fe1 C1 98.40(18) . . ? C7 Fe1 C1 123.24(17) . . ? B1 Fe1 C1 144.12(16) . . ? C2 Fe1 C1 39.50(15) . . ? C3 Fe1 C1 65.65(16) . . ? C4 Fe1 C1 65.25(16) . . ? C5 Fe1 C1 38.42(16) . . ? C27 Fe2 C28 92.48(18) . . ? C27 Fe2 B2 88.81(18) . . ? C28 Fe2 B2 93.16(17) . . ? C27 Fe2 C26 97.39(18) . . ? C28 Fe2 C26 161.88(18) . . ? B2 Fe2 C26 102.17(17) . . ? C27 Fe2 C25 97.3(2) . . ? C28 Fe2 C25 124.05(19) . . ? B2 Fe2 C25 141.73(18) . . ? C26 Fe2 C25 39.64(18) . . ? C27 Fe2 C23 160.89(18) . . ? C28 Fe2 C23 102.30(17) . . ? B2 Fe2 C23 102.23(17) . . ? C26 Fe2 C23 65.27(17) . . ? C25 Fe2 C23 64.40(18) . . ? C27 Fe2 C24 128.47(19) . . ? C28 Fe2 C24 96.58(18) . . ? B2 Fe2 C24 140.71(18) . . ? C26 Fe2 C24 65.41(18) . . ? C25 Fe2 C24 38.14(17) . . ? C23 Fe2 C24 38.49(16) . . ? C27 Fe2 C22 129.94(18) . . ? C28 Fe2 C22 136.86(18) . . ? B2 Fe2 C22 81.91(16) . . ? C26 Fe2 C22 38.87(17) . . ? C25 Fe2 C22 65.25(19) . . ? C23 Fe2 C22 39.10(16) . . ? C24 Fe2 C22 65.18(17) . . ? N1 B1 Cl1 114.2(3) . . ? N1 B1 Fe1 130.3(3) . . ? Cl1 B1 Fe1 115.4(2) . . ? N2 B2 Cl2 113.7(3) . . ? N2 B2 Fe2 130.6(3) . . ? Cl2 B2 Fe2 115.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C1 C2 C3 -0.8(4) . . . . ? Fe1 C1 C2 C3 -61.3(3) . . . . ? C5 C1 C2 Fe1 60.4(3) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? Fe1 C2 C3 C4 -60.7(2) . . . . ? C1 C2 C3 Fe1 61.6(3) . . . . ? C2 C3 C4 C5 -0.7(4) . . . . ? Fe1 C3 C4 C5 -61.4(3) . . . . ? C2 C3 C4 Fe1 60.7(2) . . . . ? C2 C1 C5 C4 0.4(4) . . . . ? Fe1 C1 C5 C4 60.1(3) . . . . ? C2 C1 C5 Fe1 -59.7(3) . . . . ? C3 C4 C5 C1 0.2(4) . . . . ? Fe1 C4 C5 C1 -60.7(3) . . . . ? C3 C4 C5 Fe1 60.9(2) . . . . ? N1 C8 C9 C10 -14.4(5) . . . . ? N1 C8 C9 C14 166.8(3) . . . . ? C14 C9 C10 C11 0.2(6) . . . . ? C8 C9 C10 C11 -178.5(4) . . . . ? C9 C10 C11 C12 0.5(6) . . . . ? C10 C11 C12 C13 -1.0(6) . . . . ? C11 C12 C13 C14 0.8(6) . . . . ? C12 C13 C14 C9 0.0(6) . . . . ? C10 C9 C14 C13 -0.5(6) . . . . ? C8 C9 C14 C13 178.3(4) . . . . ? N1 C15 C16 C21 -27.6(5) . . . . ? N1 C15 C16 C17 151.3(3) . . . . ? C21 C16 C17 C18 0.7(6) . . . . ? C15 C16 C17 C18 -178.2(3) . . . . ? C16 C17 C18 C19 0.4(6) . . . . ? C17 C18 C19 C20 -1.3(6) . . . . ? C18 C19 C20 C21 1.1(7) . . . . ? C17 C16 C21 C20 -1.0(6) . . . . ? C15 C16 C21 C20 177.9(3) . . . . ? C19 C20 C21 C16 0.1(6) . . . . ? C26 C22 C23 C24 -1.5(5) . . . . ? Fe2 C22 C23 C24 -61.4(3) . . . . ? C26 C22 C23 Fe2 59.9(3) . . . . ? C22 C23 C24 C25 0.9(5) . . . . ? Fe2 C23 C24 C25 -60.3(3) . . . . ? C22 C23 C24 Fe2 61.2(3) . . . . ? C23 C24 C25 C26 0.0(6) . . . . ? Fe2 C24 C25 C26 -60.4(4) . . . . ? C23 C24 C25 Fe2 60.4(3) . . . . ? C23 C22 C26 C25 1.4(5) . . . . ? Fe2 C22 C26 C25 61.7(3) . . . . ? C23 C22 C26 Fe2 -60.2(3) . . . . ? C24 C25 C26 C22 -0.9(6) . . . . ? Fe2 C25 C26 C22 -62.4(3) . . . . ? C24 C25 C26 Fe2 61.5(4) . . . . ? N2 C29 C30 C31 -11.5(5) . . . . ? N2 C29 C30 C35 168.9(3) . . . . ? C35 C30 C31 C32 0.8(5) . . . . ? C29 C30 C31 C32 -178.8(3) . . . . ? C30 C31 C32 C33 -1.2(6) . . . . ? C31 C32 C33 C34 0.8(6) . . . . ? C32 C33 C34 C35 0.0(6) . . . . ? C33 C34 C35 C30 -0.5(6) . . . . ? C31 C30 C35 C34 0.1(5) . . . . ? C29 C30 C35 C34 179.7(3) . . . . ? N2 C36 C37 C42 -35.9(5) . . . . ? N2 C36 C37 C38 144.6(3) . . . . ? C42 C37 C38 C39 -1.1(5) . . . . ? C36 C37 C38 C39 178.5(3) . . . . ? C37 C38 C39 C40 1.3(6) . . . . ? C38 C39 C40 C41 -0.8(6) . . . . ? C39 C40 C41 C42 0.3(5) . . . . ? C40 C41 C42 C37 -0.1(5) . . . . ? C38 C37 C42 C41 0.5(5) . . . . ? C36 C37 C42 C41 -179.0(3) . . . . ? C16 C15 N1 B1 122.6(4) . . . . ? C16 C15 N1 C8 -63.0(4) . . . . ? C9 C8 N1 B1 92.1(4) . . . . ? C9 C8 N1 C15 -82.3(4) . . . . ? C30 C29 N2 B2 97.0(4) . . . . ? C30 C29 N2 C36 -77.4(4) . . . . ? C37 C36 N2 B2 119.4(4) . . . . ? C37 C36 N2 C29 -66.1(4) . . . . ? O1 C6 Fe1 C7 104(13) . . . . ? O1 C6 Fe1 B1 -164(13) . . . . ? O1 C6 Fe1 C2 -59(13) . . . . ? O1 C6 Fe1 C3 -85(13) . . . . ? O1 C6 Fe1 C4 -50(13) . . . . ? O1 C6 Fe1 C5 3(13) . . . . ? O1 C6 Fe1 C1 -19(13) . . . . ? O2 C7 Fe1 C6 -47(8) . . . . ? O2 C7 Fe1 B1 -137(8) . . . . ? O2 C7 Fe1 C2 66(9) . . . . ? O2 C7 Fe1 C3 146(8) . . . . ? O2 C7 Fe1 C4 125(8) . . . . ? O2 C7 Fe1 C5 86(8) . . . . ? O2 C7 Fe1 C1 54(8) . . . . ? C3 C2 Fe1 C6 -145.7(2) . . . . ? C1 C2 Fe1 C6 96.6(3) . . . . ? C3 C2 Fe1 C7 102.6(6) . . . . ? C1 C2 Fe1 C7 -15.1(7) . . . . ? C3 C2 Fe1 B1 -54.2(3) . . . . ? C1 C2 Fe1 B1 -171.9(3) . . . . ? C1 C2 Fe1 C3 -117.6(3) . . . . ? C3 C2 Fe1 C4 37.7(2) . . . . ? C1 C2 Fe1 C4 -79.9(3) . . . . ? C3 C2 Fe1 C5 80.9(3) . . . . ? C1 C2 Fe1 C5 -36.8(2) . . . . ? C3 C2 Fe1 C1 117.6(3) . . . . ? C2 C3 Fe1 C6 44.1(3) . . . . ? C4 C3 Fe1 C6 162.4(3) . . . . ? C2 C3 Fe1 C7 -151.6(3) . . . . ? C4 C3 Fe1 C7 -33.4(4) . . . . ? C2 C3 Fe1 B1 127.6(3) . . . . ? C4 C3 Fe1 B1 -114.1(3) . . . . ? C4 C3 Fe1 C2 118.3(3) . . . . ? C2 C3 Fe1 C4 -118.3(3) . . . . ? C2 C3 Fe1 C5 -80.6(3) . . . . ? C4 C3 Fe1 C5 37.7(2) . . . . ? C2 C3 Fe1 C1 -38.2(2) . . . . ? C4 C3 Fe1 C1 80.1(3) . . . . ? C5 C4 Fe1 C6 69.9(6) . . . . ? C3 C4 Fe1 C6 -48.1(6) . . . . ? C5 C4 Fe1 C7 -82.9(3) . . . . ? C3 C4 Fe1 C7 159.1(2) . . . . ? C5 C4 Fe1 B1 -176.4(2) . . . . ? C3 C4 Fe1 B1 65.6(3) . . . . ? C5 C4 Fe1 C2 80.4(3) . . . . ? C3 C4 Fe1 C2 -37.6(2) . . . . ? C5 C4 Fe1 C3 118.0(3) . . . . ? C3 C4 Fe1 C5 -118.0(3) . . . . ? C5 C4 Fe1 C1 36.8(2) . . . . ? C3 C4 Fe1 C1 -81.2(3) . . . . ? C1 C5 Fe1 C6 -36.9(3) . . . . ? C4 C5 Fe1 C6 -155.8(2) . . . . ? C1 C5 Fe1 C7 -135.7(3) . . . . ? C4 C5 Fe1 C7 105.5(3) . . . . ? C1 C5 Fe1 B1 124.1(3) . . . . ? C4 C5 Fe1 B1 5.2(3) . . . . ? C1 C5 Fe1 C2 37.8(2) . . . . ? C4 C5 Fe1 C2 -81.0(3) . . . . ? C1 C5 Fe1 C3 81.0(3) . . . . ? C4 C5 Fe1 C3 -37.9(2) . . . . ? C1 C5 Fe1 C4 118.9(3) . . . . ? C4 C5 Fe1 C1 -118.9(3) . . . . ? C5 C1 Fe1 C6 152.9(3) . . . . ? C2 C1 Fe1 C6 -88.3(3) . . . . ? C5 C1 Fe1 C7 55.8(3) . . . . ? C2 C1 Fe1 C7 174.6(2) . . . . ? C5 C1 Fe1 B1 -105.3(3) . . . . ? C2 C1 Fe1 B1 13.4(4) . . . . ? C5 C1 Fe1 C2 -118.7(4) . . . . ? C5 C1 Fe1 C3 -80.9(3) . . . . ? C2 C1 Fe1 C3 37.9(2) . . . . ? C5 C1 Fe1 C4 -37.5(2) . . . . ? C2 C1 Fe1 C4 81.2(3) . . . . ? C2 C1 Fe1 C5 118.7(4) . . . . ? O3 C27 Fe2 C28 103(11) . . . . ? O3 C27 Fe2 B2 -164(11) . . . . ? O3 C27 Fe2 C26 -62(11) . . . . ? O3 C27 Fe2 C25 -22(11) . . . . ? O3 C27 Fe2 C23 -38(11) . . . . ? O3 C27 Fe2 C24 2(11) . . . . ? O3 C27 Fe2 C22 -86(11) . . . . ? O4 C28 Fe2 C27 -50(8) . . . . ? O4 C28 Fe2 B2 -139(8) . . . . ? O4 C28 Fe2 C26 73(8) . . . . ? O4 C28 Fe2 C25 50(8) . . . . ? O4 C28 Fe2 C23 117(8) . . . . ? O4 C28 Fe2 C24 79(8) . . . . ? O4 C28 Fe2 C22 139(8) . . . . ? C22 C26 Fe2 C27 -150.6(3) . . . . ? C25 C26 Fe2 C27 92.6(3) . . . . ? C22 C26 Fe2 C28 87.0(6) . . . . ? C25 C26 Fe2 C28 -29.9(7) . . . . ? C22 C26 Fe2 B2 -60.2(3) . . . . ? C25 C26 Fe2 B2 -177.1(3) . . . . ? C22 C26 Fe2 C25 116.9(4) . . . . ? C22 C26 Fe2 C23 37.8(2) . . . . ? C25 C26 Fe2 C23 -79.1(3) . . . . ? C22 C26 Fe2 C24 80.3(3) . . . . ? C25 C26 Fe2 C24 -36.5(3) . . . . ? C25 C26 Fe2 C22 -116.9(4) . . . . ? C24 C25 Fe2 C27 148.5(3) . . . . ? C26 C25 Fe2 C27 -92.8(3) . . . . ? C24 C25 Fe2 C28 50.5(4) . . . . ? C26 C25 Fe2 C28 169.2(3) . . . . ? C24 C25 Fe2 B2 -114.1(3) . . . . ? C26 C25 Fe2 B2 4.6(4) . . . . ? C24 C25 Fe2 C26 -118.8(4) . . . . ? C24 C25 Fe2 C23 -37.3(3) . . . . ? C26 C25 Fe2 C23 81.4(3) . . . . ? C26 C25 Fe2 C24 118.8(4) . . . . ? C24 C25 Fe2 C22 -80.7(3) . . . . ? C26 C25 Fe2 C22 38.0(3) . . . . ? C24 C23 Fe2 C27 54.8(6) . . . . ? C22 C23 Fe2 C27 -63.8(6) . . . . ? C24 C23 Fe2 C28 -85.1(3) . . . . ? C22 C23 Fe2 C28 156.3(3) . . . . ? C24 C23 Fe2 B2 178.9(3) . . . . ? C22 C23 Fe2 B2 60.3(3) . . . . ? C24 C23 Fe2 C26 81.0(3) . . . . ? C22 C23 Fe2 C26 -37.6(3) . . . . ? C24 C23 Fe2 C25 37.0(3) . . . . ? C22 C23 Fe2 C25 -81.6(3) . . . . ? C22 C23 Fe2 C24 -118.6(4) . . . . ? C24 C23 Fe2 C22 118.6(4) . . . . ? C25 C24 Fe2 C27 -41.5(4) . . . . ? C23 C24 Fe2 C27 -160.0(3) . . . . ? C25 C24 Fe2 C28 -140.0(3) . . . . ? C23 C24 Fe2 C28 101.5(3) . . . . ? C25 C24 Fe2 B2 116.8(3) . . . . ? C23 C24 Fe2 B2 -1.7(4) . . . . ? C25 C24 Fe2 C26 38.0(3) . . . . ? C23 C24 Fe2 C26 -80.6(3) . . . . ? C23 C24 Fe2 C25 -118.5(4) . . . . ? C25 C24 Fe2 C23 118.5(4) . . . . ? C25 C24 Fe2 C22 80.9(3) . . . . ? C23 C24 Fe2 C22 -37.6(3) . . . . ? C26 C22 Fe2 C27 39.5(3) . . . . ? C23 C22 Fe2 C27 157.5(3) . . . . ? C26 C22 Fe2 C28 -153.0(3) . . . . ? C23 C22 Fe2 C28 -35.0(4) . . . . ? C26 C22 Fe2 B2 121.1(3) . . . . ? C23 C22 Fe2 B2 -120.9(3) . . . . ? C23 C22 Fe2 C26 118.0(4) . . . . ? C26 C22 Fe2 C25 -38.8(3) . . . . ? C23 C22 Fe2 C25 79.2(3) . . . . ? C26 C22 Fe2 C23 -118.0(4) . . . . ? C26 C22 Fe2 C24 -81.0(3) . . . . ? C23 C22 Fe2 C24 37.0(2) . . . . ? C15 N1 B1 Cl1 173.2(2) . . . . ? C8 N1 B1 Cl1 -0.6(4) . . . . ? C15 N1 B1 Fe1 -2.0(5) . . . . ? C8 N1 B1 Fe1 -175.8(3) . . . . ? C6 Fe1 B1 N1 -139.8(4) . . . . ? C7 Fe1 B1 N1 -48.5(4) . . . . ? C2 Fe1 B1 N1 124.6(3) . . . . ? C3 Fe1 B1 N1 93.4(4) . . . . ? C4 Fe1 B1 N1 57.7(4) . . . . ? C5 Fe1 B1 N1 54.4(4) . . . . ? C1 Fe1 B1 N1 115.8(4) . . . . ? C6 Fe1 B1 Cl1 45.1(2) . . . . ? C7 Fe1 B1 Cl1 136.4(2) . . . . ? C2 Fe1 B1 Cl1 -50.5(2) . . . . ? C3 Fe1 B1 Cl1 -81.7(2) . . . . ? C4 Fe1 B1 Cl1 -117.4(2) . . . . ? C5 Fe1 B1 Cl1 -120.7(2) . . . . ? C1 Fe1 B1 Cl1 -59.3(4) . . . . ? C29 N2 B2 Cl2 -0.2(5) . . . . ? C36 N2 B2 Cl2 173.6(2) . . . . ? C29 N2 B2 Fe2 -176.5(3) . . . . ? C36 N2 B2 Fe2 -2.7(5) . . . . ? C27 Fe2 B2 N2 -139.4(4) . . . . ? C28 Fe2 B2 N2 -47.0(4) . . . . ? C26 Fe2 B2 N2 123.3(4) . . . . ? C25 Fe2 B2 N2 120.3(4) . . . . ? C23 Fe2 B2 N2 56.3(4) . . . . ? C24 Fe2 B2 N2 57.4(5) . . . . ? C22 Fe2 B2 N2 89.9(4) . . . . ? C27 Fe2 B2 Cl2 44.4(2) . . . . ? C28 Fe2 B2 Cl2 136.8(2) . . . . ? C26 Fe2 B2 Cl2 -52.9(2) . . . . ? C25 Fe2 B2 Cl2 -55.9(4) . . . . ? C23 Fe2 B2 Cl2 -119.9(2) . . . . ? C24 Fe2 B2 Cl2 -118.8(3) . . . . ? C22 Fe2 B2 Cl2 -86.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.424 _refine_diff_density_min -0.589 _refine_diff_density_rms 0.081